MXPA06008586A - Keratin dyeing compounds, keratin dyeing compositions containing them, and use thereof. - Google Patents

Abstract

This invention further relates to a composition for the oxidative dyeing of keratin fibers, comprising a medium suitable for dyeing and one or more 5-membered heteroaromatic keratin dyeing compounds with one, tow, or three heteroatoms. This invention further relates to a method for oxidative dyeing of keratin fibers, comprising applying such compositions in the presence of an oxidizing agent, for a period sufficient to develop the desired coloration.

Description

COMPOUNDS FOR THE COLORATION OF KERATIN. COMPOSITIONS FOR THE COLORATION OF KERATIN THAT CONTAINS THEM, AND USE OF THESE FIELD OF THE INVENTION This invention relates to 5-membered heteroaromatic compounds for the coloring of keratin having one, two or three heteroatoms; to compositions for the oxidative dyeing of keratin fibers (preferably hair) comprising such compounds, and to the use thereof.

BACKGROUND OF THE INVENTION Currently, the most widely used method for dyeing hair is an oxidative process that uses one or more oxidative coloring agents for the hair, in combination with one or more oxidizing agents. Generally, a peroxide oxidizing agent is used in combination with one or more developers or coupling agents, usually small molecules capable of spreading in the hair. In this process a peroxide material, such as hydrogen peroxide, is used which activates the developers so that they react with the coupling agents to form larger compounds on the hair shaft in order to impart a variety of shades and colors. In these systems and oxidative compositions for hair coloring a wide variety of developers and coupling agents have been used.

However, there still remains a need for additional keratin dyeing compounds that can act as developers and coupling agents and provide color benefits in a safe manner.

BRIEF DESCRIPTION OF THE INVENTION This invention relates to 5-membered heteroaromatic compounds for the coloring of keratin having one, two or three heteroatoms in accordance with the formulas defined herein. This invention also relates to a composition for the oxidative dyeing of keratin fibers, which comprises a medium suitable for coloring and one or more 5-membered heteroaromatic compounds for the coloring of keratin having one, two or three heteroatoms. This invention further relates to a method for the oxidative dyeing of keratin fibers comprising the application of such compositions in the presence of an oxidizing agent, for a period sufficient to reveal the desired coloration. The keratin coloring compounds of the present invention can act as a developer and as a coupling agent. It will be understood that numerous compounds that are potential and actually tautomeric are included within the scope of this invention. Thus, for example, 2-mercaptopyridine (I) exists under known conditions in the tautomeric form (II) of pyridine-2-thione. It will be understood that when this development refers to a specific structure, all reasonable additional tautomeric structures are included. In industry, tautomeric structures are commonly represented with a single structure and the present invention follows this general practice.

DETAILED DESCRIPTION OF THE INVENTION While the specification concludes with the claims that particularly require and clearly claim the invention, it is considered that the present invention will be better understood from the following description. The present invention relates to 5-membered heteroaromatic compounds for the coloring of keratin having one, two or three heteroatoms. The compounds of the present invention can act as developers or as coupling agents that provide color benefits in a safe manner. In this document, the term "comprises" means that other steps or ingredients may be added that do not affect the final result. This term includes the expressions "consists of" and "consists essentially of". The compounds / compositions and methods / processes of the present invention may comprise, consist of, and consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredients, components, steps, or limitations described in this document. All percentages, parts and proportions are based on a total weight of the compositions of the present invention, unless otherwise specified. All these weights as far as the listed ingredients are concerned, are based on the active level and, therefore, do not include the solvents or by-products that may be included in the materials available in the market, unless otherwise indicated. The term "percent by weight" can be represented as "% by weight" in the present document. Except for what is indicated in any other way, it is understood that all the amounts that include parts, percentages and proportions will be modified by the word "approximately", and that these do not intend to indicate important digits. Unless otherwise indicated, the articles "a / a" and "the" mean "one or more". As used herein, the term "keratin" is related to a scleroprotein found in epidermal tissues and modified into hard structures such as horns, hair and nails. Thus, the "keratinous fibers" are related to those found in hair, skin and nails, and in various parts of the body of animals, such as horns, hooves and feathers. As used herein, the term "hair" refers to keratinous fibers in a living body, for example in a person, or in a non-living body, for example in a wig, hairpiece or other aggregate of non-living keratinous fibers. Mammalian hair, preferably human hair is preferred. In particular hair, wool, fur hair and other keratinous fibers are suitable substrates for coloring with the compounds and compositions described herein. As used herein, the term "keratin coloring compounds" is related to compounds that can be used in the composition to act as developers, coupling agents, or both, in order to supply color to the keratinous fibers. . As used herein, the term "composition for keratin staining" relates to the composition containing one or more compounds for keratin staining, including the compounds described herein. As used herein, "cosmetically acceptable" means that the ingredients described with this term are suitable for use in contact with the skin or hair of humans and animals of minor species without causing excessive toxicity, incompatibility, instability, irritation, allergic reaction and the like.

I. Compounds for keratin staining The compounds of the invention are 5-membered heteroaromatic compounds for the coloring of keratin having one, two or three heteroatoms related to the following compounds: wherein Z is selected from the group comprising S and O; wherein Y is selected from the group comprising NA1, S and O; wherein R1, R2, R3 and R4 are the same or different and are selected from the group comprising: (a) monovalent substituents with C-bonds selected from the group comprising: (i) hetero-olefinic, heteroaliphatic, aliphatic or heteroalkyl-alkyl systems, or mono- or polyunsaturated alkyl, substituted or unsubstituted, linear or branched, (i) mono- or polycyclic, aryl, or heterocyclic, substituted or unsubstituted aliphatic systems; and (iii) mono-, poly- or perfluoroalkyl substituted or unsubstituted systems; wherein said systems of (i), (ii) and (iii) comprise from about 1 to about 10 carbon atoms and from about 0 to about 5 heteroatoms selected from the group comprising O, S, N, P and Si; wherein the substituents of the substituted systems of monovalent substituents with C-bonds are selected from the group comprising amino, hydroxyl, alkylamino (linear, branched or cyclic of C 1 -C 5), dialkylamino (linear, branched or cyclic of C 1 -C 5) , hydroxyalkylamino (linear, branched or cyclic of C1-C5), dihydroxyalkylamino (linear, branched or cyclic of C1-C5), arylamino or substituted arylamino (the substituents are halogen, C1-C5 alkyl, C1-C5 alkoxy, trifluoromethyl) , amino, C1-C5 alkylamino), heteroarylamino or substituted heteroarylamino (the substituents are halogen, C1-C5 alkyl, C1-C5 alkoxy, trifluoromethyl, amino, C1-C5 alkylamino), arylmethylamino or substituted arylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), and heteroarylmethylamino or substituted heteroarylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifl uoromethyl, amino, C 1 -C 5 alkylamino), (b) substituents with novel S selected from the group comprising SA1, SO2A1, SO3A1, SSA1, SOA1, SO2NA1A2, SNA1A2 and SONA1A2; (c) monovalent substituents with O-bonds selected from the group comprising OA1 and ONA1 A2; (d) monovalent substituents with N bonds selected from the group comprising NA1 A2, (NA1A2A3) +, NA1OA2, NA1SA2, NO2, N = NA1, N = NOA1 and NA1CN, NA1NA2A3; (e) monovalent substituents selected from the group comprising COOA1, CONA12, CONA1COA2, C (= NA1) NA1A2, CN and X; (f) monovalent fluoroacyl substituents selected from the group comprising mono, poly and perfluoroalkyl systems comprising from about 1 to about 12 carbon atoms and from about 0 to about 4 heteroatoms; and (g) hydrogen, wherein A1, A2 and A3 are monovalent and are independently selected from the group comprising: H; heteroolefinic, heteroaliphatic, aliphatic or heteroalkyl alkyl, or mono- or polyunsaturated, substituted or unsubstituted, linear or branched alkyl; mono- or polycyclic, aryl or heterocyclic aliphatic systems, substituted or unsubstituted; and substituted or unsubstituted mono, poly or perfluoroalkyl systems; or A1 and A2 together with nitrogen atoms to which they join to form a ring; wherein said systems comprise from about 1 to about 10 carbon atoms and from about 0 to about 5 heteroatoms selected from the group comprising O, S, N, P and Si; wherein X is a halogen selected from the group comprising F, Cl, Br and I. In a preferred embodiment, R1, R2, R3 and R4 are selected from the group comprising a hydrogen atom; a halogen atom such as chlorine, bromine or fluorine; an amino substituent, a hydroxy substituent; a cyano substituent; a C1-C4 alkyl substituent; a trifluoromethyl substituent, an alkylamino substituent (for example N, N-dimethylamino, N, N-diethylamino, N-methylamino or N-ethylamino); a hydroxyalkylaminoamino substituent (for example N- (hydroxyethyl) amino, N-hydroxymethylamino, N-hydroxypropylamino, N, N-bis (hydroxyethyl) amino, N- (2,3-dihydroxypropyl) amino or N, N-bis (hydroxypropyl) Not me); an acetylamido substituent; a carboxyl substituent or its esters; an alkoxy substituent (for example methoxy, ethoxy, propyloxy, benzyloxy, methoxyethoxy, phenoxyethoxy, 2-cyanoethoxy, phenethyloxy, phenoxyethoxy, p-chlorobenzyloxy or methoxyethylcarbamoylmethoxy); an alkoxyalkyl substituent (for example methoxymethyl, methoxyethyl, methoxypropyl, ethoxymethyl, ethoxyethyl or ethoxypropyl); a carbamoyl substituent; an alkylcarbamoyl substituent (for example methylcarbamoyl, ethylcarbamoyl, dimethylcarbamoyl or diethylcarbamoyl); a hydroxyalkylcarbamoyl substituent (for example 2-hydroxyethylcarbamoyl, bis (2-hydroxyethyl) carbamoyl, hydroxymethylcarbamoyl, bis (hydroxymethyl) carbamoyl); an amido substituent; an alkylamido substituent (for example acetamido, propionamido or butyramido); an alkylcarbonyl substituent (for example acetyl, butyryl or propionyl), an alkoxycarbonyl substituent (for example methoxycarbonyl, ethoxycarbonyl, or p-roxycarbonyl); a ryloxy substituent (for example phenoxy, 4-methoxyphenoxy, 4-nitrophenoxy, 4-cyanophenoxy, 4-methanesulfonamidophenoxy, 4-methanesulfonylphenoxy, 3-methylphenoxy or 1-naphthyloxy); an acyloxy substituent (for example acetoxy, propanoyloxy, benzolyloxy, 2,4-dichlorobenzolyloxy, ethoxyalkyloxy, pyruvilyloxy, cinnamoyloxy or myristoyloxy); an alkylthio substituent (for example methylthio, ethylthio, propylthio, butylthio, 2-cyanoethylthio, benzylthio, phenethylthio, 2- (diethylamino) ethylthio, ethoxyethylthio or phenoxyethylthio); an arylthio substituent (for example phenylthio, 4-carboxyphenylthio, 2-ethoxy-5-tert-butylphenylthio, 2-carboxyphenylthio or 4-methanesulfonylphenyl); a heteroarylthio substituent (for example 5-phenyl-2,3,4,5-tetrazolyloxy or 2-benzothiazolyloxy); a heteroaryloxy substituent (for example 5-phenyl-2,3,4,5-tetrazolyloxy or 2-benzothiazolyloxy); a 3, 4, 5, 6 or 7 membered heterocycle having at least one nitrogen, oxygen or sulfur atom (for example pyridyl, quinolyl, morpholyl, furyl, tetrahydrofuryl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, imidazolyl, thiadiazolyl) , pyrolidine, piperidine, morpholine, piperazine, indoline, hexahydroazepine, aziridine and azetidine) and are optionally substituted; an aryl substituent (for example phenyl or naphthyl) which is optionally substituted; a sulfonyl substituent; a sulfinyl substituent; a phosphonyl substituent; a sulfamoyl substituent; a siloxy substituent; an acyloxy substituent; a carbamoyloxy substituent; a sulfonamide substituent; a metric substituent; a ureido substituent; a sulfamoylamino substituent; an alkoxycarbonylamino substituent; an aryloxycarbonylamino substituent; an aryloxycarbonyl substituent; and a benzenesulfonamido substituent. If the compound of the present invention is used as a developer, the preferred substituents R1, R2 or R4 are selected from the groups consisting of amino, hydroxyl, a 3, 4, 5, 6, or 7-membered heterocycle having at least a nitrogen, oxygen or sulfur atom (for example pyridyl, quinolyl, morpholyl, furyl, tetrahydrofuryl, pyrazolyl, triazolyl, tetrazolyl, oxazolyl, imidazolyl, thiadiazolyl, pyrolidine, piperidine, morpholine, piperazine, indoline, hexahydroazepine, aziridine and azetidine) and optionally substituted, alkylamino (linear, branched or cyclic of C 1 -C 5), dialkylamino (linear, branched or cyclic of C 1 -C 5), hydroxyalkylamino (linear, branched or cyclic of C 1 -C 5), dihydroxyalkylamino (linear, branched or cyclic) of C1-C5), arylamino or substituted arylamino (the substituents are halogen, C1-C5 alkyl, C1-C5 alkoxy, trifluoromethyl, amino, C1-C5 alkylamino), heteroarylamino or substituted heteroarylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), arylmethylamino or substituted arylmethylamino (the substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl) , amino, C 1 -C 5 alkylamino) and heteroarylmethylamino or substituted heteroarylmethylamino (substituents are halogen, C 1 -C 5 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, alkylamino of 01 -05). If the compound of the present invention is used as a coupling agent, the preferred substituents are selected from the group comprising amino, hydroxyl, alkylamino (linear, branched or cyclic of C 1 -C 5), hydroxyalkylamino (linear, branched or cyclic of -05), substituted arylamino or arylamino (the substituents are halogen, C1-C5 alkyl, C1-C5 alkoxy, trifluoromethyl, amino, alkylamino of 01 -5), heteroarylamino or substituted heteroarylamino (the substituents are halogen, -05, alkoxy of 01.05, trifluoromethyl, amino, alkylamino of 01 -05), arylmethylamino or substituted arylmethylamino (the substituents are halogen, alkyl of C1-C5, alkoxy of C1-C5, trifluoromethyl, amino, alkylamino of C1- C5) and heteroarylmethylamino or substituted heteroarylmethylamino (substituents are halogen, C1-C5 alkyl, C1-C5 alkoxy, trifluoromethyl, amino, C1-C5 alkylamino). The developers and coupling agents of the present invention can also house nucleophobic leaving groups selected from the group consisting of hydrogen, chloro, cyano, alkoxy, phenoxy, methylsulfoniumoxy, pyridone and pyridazone. In a preferred embodiment, the coupling agents of the present invention are used in compositions together with suitable developers with 5-membered rings selected from the following classes: thiophenes, pyrroles, furans, pyrols, imidazoles, thiazoles, oxazoles, isothiazoles or Isoxazoles In a more preferred embodiment, the coupling agents of the present invention are used in compositions together with the pyrazoles. In an even more preferred embodiment, the coupling agents of the present invention are used in compositions together with the following pyrazoles: 1-methyl-1 H-pyrazole-4,5-diamine, 2- (4,5-diamino-1) H-pyrazol-1-yl) ethanol, 1-isopropyl-1 H-pyrazole-4,5-diamine, 1- (4-methylbenzyl) -1 H -pyrazole-4,5-diamine, 1 - (benzyl) - l H-pyrazole-4,5-diamine, 1- (4-chlorobenzyl) -1 H-pyrazole-4,5-diamine and 1-hydroxyethyl-4,5-diaminopyrazol sulfate. Even more preferably, the coupling agents of the present invention are used in compositions together with 1-methyl-1 H-pyrazole-4,5-diamine; 1-hydroxyethyl-4,5-diaminopyrazol sulfate; and 2- (4,5-diamino-1 H-pyrazol-1-yl) ethanol. Unrestrained by theory, these combinations allow obtaining the most hypsochromic colors desired (for example yellow) with respect to conventional combinations of developers and coupling agents. Preferred coupling agents and developers include the following compounds with one, two or three heteroatoms: A. 5-membered rings with a heteroatom Five-membered rings with a heteroatom include thiophenes, pyrroles, furans and substitutions thereof. 1. Thiophenes to. Preferred developers Preferred developers are selected from the group comprising thiophene-2,5-diamine; N-methyl-thiophene-2,5-diamine; N-ethyl-thiophene-2,5-diamine; N-propylthiophene-2,5-diamine; 2- (5-amino-thiophen-2-ylamino) -ethanol; 3- (5-amino-thiophen-2-ylamino) -propan-1-yi; 3- (5-amino-thiophen-2-ylamino) -propane-1,2-diol; N-phenyl-thiophene-2,5-diamine; N-benzyl thiophene-2,5-diamine; N-thiophen-2-ylmethyl-thiophen-2,5-diamine; N-furan-2-ylmethyl-thiophen-2,5-diamine; 3-methyl-thiophene-2,5-diamine; 3, N'5'-dimethyl-thiophene-2,5-diamine; N'S'-ethyl-S-methyl-thiophen ^ .d-diamine; 3-methyl-N'5'-propyl-thiophene-2,5-diamine; 2- (5-amino-4-methyl-thiophen-2-ylamino) -ethanol; 3- (5-amino-4-methyl-thiophen-2-ylamino) -propan-1 -ol; 3- (5-amino-4-methyl-thiophen-2-ylamino) -propan-1,2-diol; 3,4-dimethyl-thiophene-2,5-diamine; 3,4, N-trimethyl-thiophene-2,5-diamine; N-ethyl-3,4-dimethyl-thiophene-2,5-diamine; 3,4-dimethyl-N-propyl-thiophene-2,5-diamine; 2- (5-amino-3,4-dimethyl-thiophen-2-ylamino) -ethanol; 3- (5-amino-3,4-dimethyl-thiophen-2-ylamino) -propan-1-ol; 3- (5-amino-3,4-dimethyl-thiophen-2-ylamino) -propane-1,2-diol; N, N-dimethyl-thiophene-2,5-diamine; N, N-diethylthiophene-2,5-diamine; N-ethyl-N-methyl-thiophene-2,5-diamine; 5-pyrrolidin-1-yl-thiophen-2-ylamine; 2 - [(5-amino-thiophen-2-yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(5-amino-thiophen-2-yl) -methylamino] -ethanol; 2 - [(5-amino-thiophen-2-yl) -ethylamino] -ethanol; 3-methoxy-thiophene-2,5-diamine; 3-ethoxy-thiophene-2,5-diamine; 3-phenoxy-thiophene-2,5-diamine; 3-benzyloxy-thiophene-2,5-diamine; 3-fluoro-thiophene-2,5-diamine; 3-chloro-thiophene-2,5-diamine; 2,5-diamino-thiophene-3-carbonitrile; 3-phenyl-thiophene-2,5-diamine; p.S'-Phythiophenyl-Z.d'-diamine; 3-furan-2-yl-thiophen-2,5-diamine; thiophen-2,3-diamine; 4-methyl-thiophene-2,3-diamine; 4,5-dimethyl-thiophene-2,3-diamine; 4-methoxy-5-methyl-thiophene-2,3-diamine; 4-chloro-thiophene-2,3-diamine; 5-phenyl-thiophene-2,3-diamine; 4-phenyl-thiophene-2,3-diamine; 4-thiazol-2-yl-thiophen-2,3-diamine; 5-furan-2-yl-thiophen-2,3-diamine; 5- (pyrrolidin-1-yl) thiophen-2-amine; 5-furan-2-yl-thiophen-2,3-diamine; and 5-amino-thiophen-2-ol. Particularly preferred developers of the present invention are selected from the group comprising thiophen-2,5-diamine; 5- (pyrrolidin-1-yl) thiophen-2-amine; 2,5-diamino-thiophene-3-carbonitrile; thiophen-2,3-diamine; 4-methylthiophen-2,3-diamine; N-methyl-thiophene-2,5-diamine; and 3-methyl-thiophene-2,5-diamine. b. Preferred coupling agents Preferred coupling agents are selected from the group comprising thiophen-2-amine, 5-methylthiophen-2-amine, 4-methylthiophen-2-amine, 4-methoxy-thiophene-2-amine, thiophene-3 , 4-diamine, 4-amino-thiophene-3-ol, thiophene-2,4-diamine, 3-methoxythiophene, 2-methoxythiophene, 2-aminothiophen-3-carboxylic acid, 2,3-dihydrothienol [3,4- D] [1,4] dioxin, thiophen-2-ol, thiophen-3-ol, thiophen-2,3-diol, thiophen-2,4-diol, tlofen-2,5-diol, thiophen-3,4 -diol, 2-aminothiophen-3-ol, 2-aminothiophen-4-ol, 2-aminothiophen-5-ol, 3-aminothiophen-2-ol, 3-aminothiophen-4-ol, 3-aminothiophen-5-ol , 4-aminothiophen-2-ol, 4-aminothiophen-5-ol, 5-aminothiophen-4-ol, 2-methoxythiophen-3-amine, 2-methoxythiophen-4-amine, 2-methoxythiophen-5-amine, 3 -methoxythiophen-2-amine, 3-methoxythiophen-4-amine, 3-methoxythiophen-5-amine, 4-methoxythiophen-2-amine, 2-methoxythiophen-3-ol, 2-methoxythiophen-4-ol, 2-methoxythiophen -5-ol, 3-methoxythiophen-2-ol, 3-methoxythiophen-4-ol, 3-methoxythiophen-5-ol, 4-methoxythiophen-2-ol, 2,5-dimethoxythiophene, 2,3-dimethoxythiophene, 2,4-dimethoxythiophene, 3-methylthiophen-2-amine, 2-methylthiophen-3-amine, 4-methylthiophen-3-amine, 5-methylthiophen-3-amine, 2-cyanothiophen-3,4-diamine, 2- cyanothiophen-3,5-diamine, 3-cyanothiophen-2-amine, 3-cyanothiophen-5-amine, 3-cyanothiophen-2,4-diamine, 3-cyanothiophen-2,5-diol, 2-cyanothiophen-3, 4-diol, 2-cyanothiophen-3,5-diol, 3-cyanothiophen-2-ol, 3-cyanothiophen-4-ol, 3-cyanothiophen-5-ol, 3-cyanothiophen-2,4-diol, 3- chlorothiophen-2,5-diamine, 3,4-chlorothiophen-2,5-diamine, 2-chlorothiophen-3-amine, 2-chlorothiophen-4-amine, 2-chlorothiophen-5-amine, 2-chlorothiophen-3, 4-diamine, 2-chlorothiophen-3,5-diamine, 3-chlorothiophen-2-amine, 3-chlorothiophen-4-amine, 3-chlorothiophen-5-amine, 3-chlorothiophen-2,4-diamine, 3 -chlorothiophen-2,5-diol, 2-chlorothiophen-3-ol, 2-chlorothiophen-4-ol, 2-chlorothiophen-5-ol, 2-chlorothiophen-3,4-diol, 2-chlorothiophen-3,5 -diol, 3-chlorothiophen-2-ol, 3-chlorothiophen-4-ol, 3-chlorothiophen-5-ol, 3-chlorothiophen-2,4-diol, 5-aminothiophen-2-carboxylic acid, 3-aminothiophen -2-carboxylic acid, 4-aminothiophen-2-carboxylic acid, 3,4-diaminothiophen-2-carboxylic acid, 3,5-diaminothiophen-2-carboxylic acid, 4,5-diaminothiophen-2-carboxylic acid, 2- acid aminothiophen-3-carboxylic acid, 4-aminothiophen-3-carboxylic acid, 5-aminothiophen-3-carboxylic acid, 2,4-diaminothiophen-3-carboxylic acid, 2,5-diaminothiophen-3-carboxylic acid, 4,5-aminothiophen-3-carboxylic acid -diaminothiophene-3-carboxylic acid, 5-hydroxythiophen-2-carboxylic acid, 3-hydroxythiophen-2-carboxylic acid, 4-hydroxythiophen-2-carboxylic acid, 3,4-dihydroxythiophen-2-carboxylic acid, 3,5- dihydroxy iofen-2-carboxylic acid, 4,5-dihydroxythiophen-2-carboxylic acid, 2-hydroxythiophen-3-carboxylic acid, 4-hydroxythiophen-3-carboxylic acid, 5-hydroxythiophen-3-carboxylic acid, 2,4-dihydroxythiophenic acid -3-carboxylic acid, 2,5-dihydroxythiophen-3-carboxylic acid, 4,5-dihydroxythiophen-3-carboxylic acid, 5-methoxythiophene-2-carboxylic acid, 3-methoxythiophene-2-carboxylic acid, 4-methoxythiophene- 2-carboxylic acid, 3,4-dimethoxythiophene-2-carboxylic acid, 3,5-dimethoxythiophene-2-carboxylic acid, 4,5-dimethoxythiophene-2-carboxylic acid, 2-methoxythiophene-3-carboxylic acid, 4-methoxythiophene -3-carboxylic acid, 5-methoxythiophene-3-carboxylic acid, 2,4-dimethoxythiophen-3-carboxylic acid, 2,5-dimethoxythiophene-3-carboxylic acid, 4,5-dimethoxythiophene-3-carboxylic acid; 2,5-dimethylthiophen, 2-methylthiophen, 2,3-dimethylthiophen, 3,4-dimethylthiophen, 2,4-dimethylthiophen, thiophen-3-amine and 5-methyl-thiophen-2-amine. Particularly preferred coupling agents of the present invention are selected from the group comprising thiophen-2-amine; 5-methylthiophen-2-amine; 4-methylthiophen-2-amine; thiophen-3,4-diamine; 4-aminothiophen-3-ol; thiophen-2,4-diamine; 3-methoxythiophen; 2-methoxythiophen; 2-aminothiophen-3-carboxylic acid; 2,3-dihydrothienol [3,4- £ > ] [1,4] dioxin; 2,5-dimethylthiophen; 2-methylthiophen; 3,4-dimethylthiophen; 2,4-dimethylthiophen; thiophen-2-ol; thiophen-2,4-diol; thiophen-2,5-diol; 5-methyl-thiophen-2-amine; and thiophen-3-amine. 2. Pirróles to. Preferred developers Preferred developers are selected from the group comprising 1 H-pyrrole-2,5-diamine; N-ethyl-1 H-pyrrole-2,5-diamine; N-propyl-1 H-pyrroi-2,5-diamine; 2- (5-amino-1 H-pyrrol-2-ylamino) -ethanol; 3- (5-amino-1 H-pyrrol-2-ylamino) -propan-1-ol; 3- (5-amino-1 H-pyrrol-2-ylamino) -propane-1,2-diol; 1-methyl-1 H-pyrrole-2,5-diamine; 1, N-dimethyl-1 H-pyrrole-2,5-diamine; N-ethyl-1-methyl-1 H-pyrrole-2,5-diamine; 1-methyl-N-propyl-1 H-pyrrole-2,5-diamine; 2- (5-amino-1-methyl-1 H-pyrrol-2-ylamino) -ethanol; 3- (5-amino-1-methyl-1 H-pyrrol-2-ylamino) -propan-1-ol; 3- (5-amino-1-methyl-1 H-pyrrol-2-ylamino) -propane-1,2-diol; 1-benzyl-1 H-pyrrole-2,5-diamine; 1 -benzyl-N-methyl-1 H-pyrrole-2,5-diamine; 1-benzyl-N-ethyl-1 H-pyrrole-2,5-diamine; 1-benzyl-N-propyl-1 H-pyrrole-2,5-diamine; 2- (5-amino-1-benzyl-1 H-pyrrol-2-ylamino) -ethanol; 3- (5-amino-1-benzyl-1 H-pyrrol-2-ylamino) -propan-1-ol; 3- (5-amino-1-benzyl-1 H-pyrrol-2-ylamino) -propane-1,2-diol; 1-isopropyl-1 H-pyrrole-2,5-diamine; 1- isopropyl-N-methyl-1 H-pyrrole-2,5-diamine; N-ethyl-1-isopropyl-1 H-pyrrole-2,5-d-amine; 1-isopropyl-N-propyl-1 H-pyrrole-2,5-diamine; 2- (5-amino-1-isopropyl-1 H-pyrrol-2-ylamino) -ethanol; 3- (5-amino-1-isopropyl-1 H-pyrrol-2-ylamino) -propan-1 -ol; 3- (5-amino-1-isopropyl-1 H -pyrrol-2-ylamino-propane-1,2-diol; N, N-dimethyl-1 H-pyrrole-2,5-diamine; N, N-diethyl; -1H-pyrrole-2,5-diamine; N-ethyl-N-methyl-1H-pyrrole-2,5-diamine; 2,3,4,5-tetrahydro-1'H- [1, 2 ' ] bipyrrolyl-5'-ilamine; 2 - [(5-amino-1 H -pyrrol-2-yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(5-amino-1 H -pyrrol- 2-yl) -methylamino] -ethanol; 2 - [(5-amino-1 H -pyrrol-2-yl) -ethylamino] -ethanol; 1, N, N-trimethyl-1 H -pyrrole-2,5- diamine; N, N-diethyl-1-methyl-1 H-pyrrole-2,5-diamine; N-ethyl-1, N-dimethyl-1 H -pyrrole-2,5-diamine; 1'-methyl-2 3,4,5-tetrahydro-1 'H- [1,2'] bipyrrolyl-5'-ylamine; 2 - [(5-amino-1-methyl-1 H -pyrrol-2-yl) - (2 -hydroxyethyl) -amino] -ethanol; 2 - [(5-amino-1-methyl-1 H-pyrrol-2-yl) -methylamino] -ethanol; 2 - [(5-amino-1-methyl-1 H -pyrrol-2-yl) -ethylamino] -ethanol; 1-benzyl-N, N-dimethyl-1 H-pyrrole-2,5-diamine; 1-benzyl-N, N-diethyl-1 H-pyrrole-2 , 5-diamine; 1-benzyl-N-ethyl-N-methyl-1 H-pyrrole-2,5-diamine; 1'-benzyl-2,3,4,5-tetrahydro-1? - [1, 2 '] bipyrrolyl-5'-ilamine; 2 - [(5-amino-1-benzyl-1 H-pyrrole-2 -yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(5-amino-1-benzyl-1 H-pyrrol-2-yl) -methylamino] -ethanol; 2 - [(5-amino-1-benzyl-1 H-pyrrol-2-yl) -ethylamino] -ethanol; 2 - [(5-amino-1-benzyl-1 H-pyrrol-2-yl) -ethylamino] -ethanol; 3-methoxy-1 H-pyrrole-2,5-diamine; 3-ethoxy-1 H-pyrrole-2,5-diamine; 3-phenoxy-1 H-pyrrole-2,5-diamine; 3-phenoxy-1 H-pyrrole-2,5-diamine; 3-benzyloxy-1 H-pyrrole-2,5-diamine; 3-fluoro-1 H-pyrrole-2,5-diamine; 3-chloro-1 H-pyrrole-2,5-diamine; 2,5-diamino-1 H-pyrrole-3-carbonitrile; 3-phenyl-1 H-pyrrole-2,5-diamine; 3-thiophen-2-yl-1 H-pyrrole-2,5-diamine; 3-furan-2-yl-1 H-pyrrole-2,5-diamine; 3-methoxy-l-methyl-1 H-pyrrole-2,5-diamine; 3-ethoxy-1-methyl-1 H-pyrrole-2,5-diamine; 1-methyl-3-phenoxy-1 H-pyrrole-2,5-diamine; 3-benzyloxy-1-methyl-1 H-pyrrole-2,5-diamine; 3-fluoro-1-methyl-1 H-pyrrole-2,5-diamine; 3-chloro-1-methyl-1 H-pyrrole-2,5-diamine; 2,5-diamino-1-methyl-1 H-pyrrole-3-carbonitrile; 1-methyl-3-phenyl-1 H-pyrrole-2,5-diamine; 1-methyl-3-thiophen-2-yl-1 H-pyrrole-2,5-diamine; and 3-furan-2-yl-1-methyl-1 H-pyrrole-2,5-diamine; 2,5-diamino-pyrrole-3-carbonitrile; pyrrole-2,3-diamine; 4-methylpyrrole-2,3-diamine; N-methyl-pyrrole-2,5-diamine; 3-methyl-pyrrole-2,5-diamine; and 5-amino-1-methyl-1 H-pyrrole-2-ol. Particularly preferred developers of the present invention are selected from the group comprising 1-methyl-1 H-pyrrole-2,5-diamine; 2,3,4,5-tetrahydro-1"H [1,2 '] bipyrrolyl-5'-ylamine; 2- (5-amino-1H-pyrrol-2-ylamino) -ethanol; 1 H-pyrrole-2 , 5-diamine, 2,5-diamino-pyrrole-3-carbonitrile, pyrrole-2,3-diamine, 4-methylpyrrole-2,3-diamine, N-methyl-pyrrole-2,5-diamine, and 3- methyl-pyrrole-2,5-diamine. b. Preferred coupling agents Preferred coupling agents are selected from the group comprising 1-methyl-1 H-pyrrole-3,4-diamine, 4-amino-1-methyl-1 r - / - pyrrol-3-ol, 1 -benzyl-1 / V-pyrrole-3,4-diamine, 4-amino-1H-pyrrole-3-acid, 1 H-pyrrole-2-amine, 5-methyl-1 H-pyrrol-2-amine, 4-methyl-1 H-pyrrol-2-amine, 4-methoxy-1 H -pyrrol-2-amine, 1 H- pyrrole-3,4-diamine, 4-amino-1H-pyrrole-3-ol, 1H-pyrrole-2,4-diamine, 3-methoxy-1H-pyrrole, 2-methoxy-1H-pyrrole, -amino-1H-pyrrole-3-carboxylic acid, 2,3-dihydrothienol [3,4-D] [1,4] dioxin, 1 H-pyrrole-2-ol, 1 H-pyrrole-3-ol, 1 H -pyrrole-2,3-diol, 1 H-pyrrole-2,4-diol, 1 H-pyrrole-2,5-diol, 1 H-pyrrole-3,4-diol, 2-amino-1 H-pyrrole -3-ol, 2-amino-1 H -pyrrol-4-ol, 2-amino-1 H -pyrrol-5-ol, 3-amino-1H-pyrrol-2-ol, 4-amino-1H-pyrrole -2-ol, 4-amino-1 H -pyrrol-5-ol, 5-amino-1 H -pyrrol-4-ol, 2-methoxy-1 H -pyrrol-3-amine, 2-methoxy-1 H-pyrrole-4-amine, 2-methoxy-1 H -pyrrole-5-amine, 3-methoxy-1 H-pyrrole-2-amine, 3-methoxy-1 H -pyrrol-4-amine, 4-methoxy -1 H-pyrrole-2-amine, 2-methoxy-1 H-pyrrole-3-ol, 2-methoxy-1 H-pyrrole-4-ol, 2-methoxy-1H-pyrrole-5-ol, 3- methoxy-1 H-pyrrole-2-ol, 3-methoxy-1 H-pyrrole-4-o 1, 4-methoxy-1H-pyrrole-2-ol, 2,5-dimethoxy-1H-pyrrole, 2,3-dimethoxy-1H-pyrrole, 2,4-dimethoxy-1H-pyrrole, 4-methyl -1 H-pyrrole-3-amine, 5-methyl-1 H -pyrrol-3-amine, 2-cyano-1 H -pyrrol-4-amine, 2-cyano-1H-pyrrole-5-amine, 2- cyano-1 H-pyrrole-3,4-diamine, 2-cyano-1 H-pyrrole-3,5-diamine, 3-cyano-1 H-pyrrole-2-amine, 3-cyano-1 H-pyrrole 4-amine, 3-cyano-1 H-pyrrol-5-amine, 3-cyano-1 H -pyrrol-2,4-diamine, 3-cyano-1 H -pyrrole-2,5-diol, 2-cyano -1 H-pyrrole-3-ol, 2-cyano-1 H-pyrrole-4-ol, 2-cyano-1 H-pyrrole-5-ol, 2-cyano-1 H-pyrrole-3,4-diol , 2-cyano-1 H-pyrrole-3,5-diol, 3-cyano-1 H-pyrrole-2-ol, 3-cyano-1 H-pyrrole-4-ol, 3-cyano-1 H-pyrrole -5-ol, 3-cyano-1 H-pyrrole-2,4-diol, 3-chloro-1 H-pyrrole-2,5-diamine, 3,4-chloro-1 H -pyrrole-2,5- diamine, 2-chloro-1 H-pyrrol-3-amine, 2-chloro-1 H-pyrrol-4-amine, 2-chloro-1 H-pyrrol-5-amine, 2-chloro-1 H-pyrrole 3,4-diamine, 2-chloro-1 H -pyrrol-3,5-diamine, 3-chloro-1 H -pyrrol-2-amine, 3-chloro-1 H -pyrrol-4-amine, 3-chloro -1 H-pyrrole-5-amine, 3-chloro-1 H-pyrrole-2,4-diamine, 3-chloro- 1 H-pyrrole-2,5-diol, 2-chloro-1 H-pyrrole-3-ol, 2-chloro-1 H-pyrrole-4-ol, 2-chloro-1 H-pyrrole-5-ol, 2-chloro-1 H-pyrrole-3,4-diol, 2-cioro-1 H-pyrrole-3,5-diol, 3-chloro-1 H-pyrrole-2-ol, 3-chloro-1 H- pyrrol-4-ol, 3-chloro-1H-pyrrol-5-ol, 3-chloro-1 H-pyrrole-2,4-diol, 5-amino-1 H -pyrrole-2-carboxylic acid, 3- amino-1H-pyrrole-2-carboxylic acid, 4-amino-1H-pyrrole-2-carboxylic acid, 3,4-diamino-1H-pyrrole-2-carboxylic acid, 3,5-diamino-1H-pyrrole -2-carboxylic acid, 4,5-diamino-1 H -pyrrole-2-carboxylic acid, 2-amino-1 H -pyrrole-3-carboxylic acid, 4-amino-1 H -pyrrole-3-carboxylic acid, acid 5-amino-1 H-pyrrole-3-carboxylic acid, 2,4-diamino-1H-pyrrole-3-carboxylic acid, 2,5-diamino-1 H -pyrrole-3-carboxylic acid, 4,5-diamino acid -1 H-pyrrole-3-carboxylic acid, 5-hydroxy-1 H-pyrrole-2-carboxylic acid, 3-hydroxy-1 H-pyrrole-2-carboxylic acid, 4-hydroxy-1 H-pyrrole -2-carboxylic acid, 3,4-dihydroxy-1H-pyrrole-2-carboxylic acid, 3,5-dihydroxy-1H-pyrrole- 2-carboxylic acid, 4,5-dihydroxy-1H-pyrrole-2-carboxylic acid, 2-hydroxy-1H-pyrrole-3-carboxylic acid, 4-hydroxyl-1H-pyrrole-3-carboxylic acid, 5- hydroxy-1H-pyrrole-3-carboxylic acid, 2,4-dihydroxy-1H-pyrrole-3-carboxylic acid, 2,5-dihydroxy-1H-pyrrole-3-carboxylic acid, 4,5-dihydroxy-1 acid H-pyrrole-3-carboxylic acid, 5-methoxy-1H-pyrrole-2-carboxylic acid, 3-methoxy-1H-pyrrole-2-carboxylic acid, 4-methoxy-1H-pyrrole-2-carboxylic acid, 3,4-dimethoxy-1H-pyrrole-2-carboxylic acid, 3,5-dimethoxy-1H-pyrrole-2-carboxylic acid, 4,5-dimethoxy-1H-pyrrole-2-carboxylic acid, acid 2 -methoxy-1 H-pyrrole-3-carboxylic acid, 4-methoxy-1H-pyrrole-3-carboxylic acid, 5-methoxy-1 H-pyrrole-3-carboxylic acid, 2,4-dimethoxy-1 H-pyrrole -3-carboxylic acid, 2,5-dimethoxy-1H-pyrrole-3-carboxylic acid, 4,5-dimethoxy-1H-pyrrole-3-carboxylic acid, 4-amino-1-methyl-1 H -pyrrole- 3-carboxylic acid, 1 H-pyrrole-2-amine, 1,5-dimethyl-1H-pyrrole-2-amine, 1,4-dimethyl-2-amin a, 4-methoxy-1-methyl-1 H-pyrrol-2-amine, 1 H-pyrrole-3,4-diamine, 4-amino-1-methyl-1 H-pyrrole-3-ol, 1-methyl-1 H-pyrrole-2,4-diamine, 3-methoxy-1-methyl-1 H-pyrrole, 2-methoxy-1-methyl-1 H-pyrrole, 2-amino-1-methyl -1 H-pyrrole-3-carboxylic acid, 2-amino-1-methyl-1 H-pyrrole-4-ol, 2-amino-1-methyl-1 H-pyrrole-5-ol, 3-amino-1 - methyl-1 H-pyrrol-2-ol, 3-amino-1-methyl-1 H -pyrrol-4-ol, 3-amino-1-methyl-1 H -pyrrol-5-ol, 4-amino-1 -methyl-1 H-pyrrol-2-ol, 4-amino-1-methyl-1 H -pyrrol-3-ol, 4-amino-1-methyl-1 H -pyrrol-5-ol, 5-amino- 1-methyl-1 H-pyrrol-3-ol, 5-amino-1-methyl-1 H -pyrrol-4-ol, 2-methoxy-1-methyl-1 H-pyrrol-3-amine, 2-methoxy -1-methyl-1 H-pyrrol-4-amine, 2-methoxy-1-methyl-1 H-pyrrol-5-amine, 3-methoxy-1-methyl-1 H-pyrrole-2-amine, 3- methoxy-1-methyl-1 H-pyrrol-4-amine, 3-methoxy-1-methyl-1 H-pyrrol-5-amine, 4-methoxy-1-methyl-1 H-pyrrole-2-amine, -methoxy-1-methyl-1H-pyrrol-3-ol, 2-methoxy-1-methyl-1H-pyrrol-4-ol, 2-methoxy-1-methyl-1H-pyrrole-5-ol , 3-methoxy-1-methyl-1 H-pyrrol-2-ol, 3-methoxy-1-methyl-1 H-pyrrol-4-ol, 3-methoxy-1-methyl-1 H-pyrrole-5 -ol, 4-methoxy-1-methyl-1 H-pyrrole-2-ol, 2,5 -dimethoxy-1-methyl-1 H-pyrrole, 2,3-dimethoxy-1-methyl-1 H-pyrrole, 2,4-dimethoxy-1-methyl-1 H-pyrrole, 1,3-dimethyl-1 H -pyrrole-2-amine, 1, 2-dimethyl-1 H-pyrrol-3-amine, 1,4-dimethyl-1 H-pyrrol-3-amine, 1,5-dimethyl-1 H-pyrrole-3- amine, 3-cyano-1-methyl-1 H-pyrrole-2,5-diamine, 2-cyano-1-methyl-1 H-pyrrol-3-amine, 2-cyano-1-methyl-1 H-pyrrole 4-amine, 2-cyano-1-methyl-1 H-pyrrol-5-amine, 2-cyano-1-methyl-1 H-pyrrole-3,4-diamine, 2-cyano-1-methyl-1 H-pyrrole-3,5-diamine, 3-cyano-1-methyl-1 H-pyrrol-2-amine, 3-cyano-1-methyl-1 H-pyrrol-4-amine, 3-cyano-1 - methyl-1 H-pyrrol-5-amine, 3-cyano-1-methyl-1 H-pyrrole-2,4-diamine, 3-cyano-1-methyl-1 H-pyrrole-2,5-diol, 2 -cyano-1-methyl-1 H-pyrrol-3-ol, 2-cyano-1-methyl-1 H -pyrrol-4-ol, 2-cyano-1-methyl-1 H -pyrrol-5-ol, 2-cyano-1-methyl-1 H-pyrrole-3,4-diol, 2-cyano-1-methyl-1 H -pyrrole-3,5-diol, 3-cyano-1-methyl-1 H-pyrrole -2-ol, 3-cyano-1-methyl-1 H-pyrrol-4-ol, 3-cyano-1-methyl-1 H-pyrrol-5-ol, 3-cyano-1-methyl-1 H- pyrrole-2,4-diol, 3-chloro-1-methyl-1 H-pyrrole-2, 5-diamine, 2-chloro-1-methyl-1 H-pyrrol-3-amine, 2-chloro-1-methyl-1 H-pyrrol-4-amine, 2-chloro-1-methyl-1 H-pyrrole -5- amine, 2-chloro-1-methyl-1 H-pyrrole-3,4-diamine, 2-chloro-1-methyl-1 H-pyrrole-3,5-diamine, 3-chloro-1-methyl -1 H-pyrrole-2-amine, 3-chloro-1-methyl-1 H-pyrrol-4-amine, 3-chloro-1-methyl-1 H-pyrrol-5-amine, 3-chloro-1 - methyl-1 H-pyrrole-2,4-diamine, 3-chloro-1-methyl-1 H-pyrrole-2,5-diol, 3,4-chloro-1-methyl-1 H-pyrrole-2,5 -diol, 2-chloro-1-methyl-1 H -pyrrol-3-ol, 2-chloro-1-methyl-1 H -pyrrol-4-ol, 2-chloro-1-methyl-1 H-pyrrol- 5-ol, 2-chloro-1-methyl-1 H-pyrrole-3,4-diol, 2-chloro-1-methyl-1 H-pyrrole-3,5-diol, 3-chloro-1-methyl- 1 H-pyrrole-2-ol, 3-chloro-1-methyl-1 H-pyrrol-4-ol, 3-chloro-1-methyl-1 H-pyrrol-5-ol, 3-chloro-1-methyl -1H-pyrrole-2,4-diol, 5-amino-1-methyl-1H-pyrrole-2-carboxylic acid, 3-amino-1-methyl-1H-pyrrole-2-carboxylic acid, -amino-1-methyl-1 H-pyrroyl-2-carboxylic acid, 3,4-diamino-1-methyl-1 H-pyrrole-2-carboxylic acid, 3,5-diamino-1-methyl-1 H- acid pyrrole -2-carboxylic acid, 4,5-diamino-1-methyl-1 H-pyrrole-2-carboxylic acid, 2-amino-1-methyl-1 H-pyrrole-3-carboxylic acid, 4-amino-1-acid methyl-1 H-pyrrole-3-carboxylic acid, 5-amino-1-methyl-1 H-pyrrole-3-carboxylic acid, 2,4-diamino-1-methyl-1 H-pyrrole-3-carboxylic acid, acid 2,5-diamino-1-methyl-1 H-pyrrole-3-carboxylic acid, 4,5-diamino-1-methyl-1 H-pyrrole-3-carboxylic acid, 5-hydroxy-1-methyl-1 H acid -pyrrole-2-carboxylic acid, 3-hydroxy-1-methyl-1H-pyrrole-2-carboxylic acid, 4-hydroxyl-1-methyl-1H-pyrrole-2-carboxylic acid, 3,4-dihydroxy acid 1-methyl-1 H-pyrrole-2-carboxylic acid, 3,5-dihydroxy-1-methyl-1 H-pyrrole-2-carboxylic acid, 4,5-dihydroxy-1-methyl-1 H -pyrrole- 2-carboxylic acid, 2-hydroxy-1-methyl-1 H-pyrrole-3-carboxylic acid, 4-hydroxy-1-methyl-1 H-pyrrole-3-carboxylic acid, 5-hydroxy-1-methyl-1 acid H-pyrrole-3-carboxylic acid, 2,4-dihydroxy-1-methyl-1 H-pyrrole-3-carboxylic acid, 2,5-dihydroxy-1-methyl-1 H-pyrrole-3-carboxylic acid, acid 4, 5-dihydroxy-1-methyl-1H-pyrrole-3-carboxylic acid, 5-methoxy-1-methyl-1H-pyrrole-2-carboxylic acid, 3-methoxy-1-methyl-1 H-pyrrole-2-carboxylic acid, 4-methoxy-1-methyl-1 H-pyrrole-2-carboxylic acid, 3,4-dimethoxy-1-methyl-1 H acid -pyrrole-2-carboxylic acid, 3,5-dimethoxy-1-methyl-1H-pyrrole-2-carboxylic acid, 4,5-dimethoxy-1-methyl-1H-pyrrole-2-carboxylic acid, 2- methoxy-1-methyl-1H-pyrrole-3-carboxylic acid, 4-methoxy-1-methyl-1H-pyrrole-3-carboxylic acid, 5-methoxy-1-methyl-1H-pyrrole-3-carboxylic acid , 2,4-dimethoxy-1-methyl-1H-pyrrole-3-carboxylic acid, 2,5-dimethoxy-1-methyl-1H-pyrrole-3-carboxylic acid, 4,5-dimethoxy-1-acid methyl-1 H-pyrrole-3-carboxylic acid, 2,5-dimethylpyrrole, 2-methylpyrrole, 2,3-dimethylpyrrole, 3,4-dimethylpyrrole, 2,4-dimethylpyrrole and 2-ethylpyrrole. Particularly preferred coupling agents are selected from the group comprising 1 H-pyrrole-2-amine; 1-methyl-1 H-pyrrole-3,4-diamine; 4-amino-1-methyl-1 / - -pyrrol-3-ol; 4-amino-1H-pyrrole-3-carboxylic acid; 2,5-dimethylpyrrole; 2-methylpyrrole; 3,4-dimethylpyrrole; 2,4-dimethylpyrrole; 1H-pyrrole-3,4-diamine; 1H-pyrrole-2,4-diamine; 1 H-pyrrol-2-ol; 1 H-pyrrole; 1 H-pyrrole-2,5-diol; and 2-ethylpyrrole. 3. Furans to. Preferred developers Preferred developers are selected from the group comprising furan-2,5-diamine; N-methyl-furan-2,5-diamine; N-ethyl-furan-2,5-diamine; N-propyl-furan-2,5-diamine; 2- (5-amino-furan-2-ylamino) -ethanol; 3- (5-amino-furan-2-ylamino) -propan-1-ol; 3- (5-amino-furan-2-ylamino) -propane-1,2-diol; N, N-dimethyl-furan-2,5-diamine; N, N-diethyl-furan-2,5-diamine; N-ethyl-N-methyl-furan-2,5-diamine; 5-pyrrolidin-1-yl-furan-2-ylamine; 2 - [(5-amino-furan-2-yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(5-amino-furan-2-yl) -methylamino] -ethanol; 2 - [(5-amino-furan-2-yl) -ethylamino] -ethanol; 3-fluoro-furan-2,5-diamine; 3-chloro-furan-2,5-diamine; 3-trifluoromethyl-furan-2,5-diamine; 5-amino-2-methylamino-furan-3-carbonitrile; 2,5-diamino-furan-3-carbonitrile; 5-amino-2-ethylamino-furan-3-carbonitrile; 5-amino-2-propylamino-furan-3-carbonitrile; 5-amino-2- (2-hydroxyethylamino) -furan-3-carbonitrile; 5-amino-2- (3-hydroxypropylamino) -furan-3-carbonitrile; 5-amino-2- (2,3-dihydroxy-propylamino) -furan-3-carbonitrile; 5-amino-2-dimethylamino-furan-3-carbonitrile; 5-amino-2-diethylamino-furan-3-carbonitrile; 5-amino-2- (ethyl-methylamino) -furan-3-carbonitrile; 5-amino-2-pyrrolidin-1-yl-furan-3-carbonitrile; 5-amino-2- [bis- (2-hydroxyethyl) -amino] -furan-3-carbonitrile; 5-amino-2 - [(2-hydroxyethyl) -methylamino] -furan-3-carbonitrile; 5-amino-2- [ethyl- (2-hydroxyethyl) -amino] -furan-3-carbonitrile; and 5-amino-furan-2-ol. Particularly preferred developers of the present invention are selected from the group comprising furan-2,5-diamine; 2- (5-amino-1 H-furan-2-ylamino) -ethanol; 2,5-diamino-furan-3-carbonitrile; furan-2,3-diamine; 4-methylfuran-2,3-diamine; and 3-methyl-furan-2,5-diamine. b. Preferred coupling agents Preferred coupling agents are selected from the group comprising furan-3,4-diamine, 4-amino-furan-3-ol, 4-aminofuran-3-carboxylic acid, furan-2-amine, 5- methylfuran-2-amine, 4-methylfuran-2-amine, 4-methoxyfuran-2-amine, furan-2,4-diamine, 3-methoxyfuran, 2-methoxyfuran, 2-aminofuran-3-carboxylic acid, furan-2 -ol, furan-3-ol, furan-2,3-diol, furan-2,4-diol, furan-2,5-diol, furan-3,4-diol, 2-aminofuran-3-ol, 2 -aminofuran-4-ol, 2-aminofuran-5-ol, 3-aminofuran-2-ol, 3-aminofuran-4-ol, 4-aminofuran-2-ol, 4-aminofuran-5-ol, 5-aminofuran -4-ol, 2-methoxyfuran-3-amine, 2-methoxyfuran-4-amine, 2-methoxyfuran-5-amine, 3-methoxyfuran-2-amine, 3-methoxyfuran-4-amine, 3-methoxyfuran-5 -amine, 4-methoxyfuran-2-amine, 2-methoxyfuran-3-ol, 2-methoxyfuran-4-ol, 2-methoxyfuran-5-ol, 3-methoxyfuran-2-ol, 3-methoxyfuran-4-ol , 3-methoxyfuran-5-ol, 4-methoxyfuran-2-ol, 2,5-dimethoxyfuran, 2,3-dimethoxyfuran, 2,4-dimethoxifuran, 3-methylfuran-2-amine, 2-methylfuran-3-amine , 4- methylfuran-3-amine, 5-methylfuran-3-amine, 3-cyanofuran-2,5-diamine, 2-cyanofuran-3-amine, 2-cyanofuran-4-amine, 2-cyanofuran-5-amine, 2- cyanofuran-3,4-diamine, 2-cyanofuran-3,5-diamine, 3-cyanofuran-2-amine, 3-cyanofuran-4-amine, 3-cyanofuran-5-amine, 3-cyanofuran-2,4- diamine, 3-cyanofuran-2,5-diol, 2-cyanofuran-3-ol, 2-cyanofuran-4-ol, 2-cyanofuran-5-ol, 2-cyanofuran-3,4-diol, 2-cyanofuran- 3,5-diol, 3-cyanofuran-2-ol, 3-cyanofuran-4-ol, 3-cyanofuran-5-ol, 3-cyanofuran-2,4-diol, 3-chlorofuran-2,5-diamine, 2-chlorofuran-3-amine, 2-chlorofuran-4-amine, 2-ciorofuran-5-amine, 2-chlorofuran-3,4-diamine, 2-chlorofuran-3,5-diamine, 3-chlorofuran-2- amine, 3-chlorofuran-4-amine, 3-chlorofuran-5-amine, 3-chlorofuran-2,4-diamine, 3-chlorofuran-2,5-diol, 2-chlorofuran-3-ol, 2-chlorofuran- 4-ol, 2-chlorofuran-5-ol, 2-chlorofuran-3,4-diol, 2-chlorofuran-3,5-diol, 3-chlorofuran-2-ol, 3-chlorofuran-4-ol, 3- chlorofuran-5-ol, 3-chlorofuran-2,4-diol, 5-aminofuran-2-carboxylic acid, 3-aminofuran-2-carboxylic acid, Synthesis of 4-aminofuran-2-carboxylic acid, 3,4-diaminofuran-2-carboxylic acid, 3,5-diaminofuran-2-carboxylic acid, 4,5-diaminofuran-2-carboxylic acid, 2-aminofuran-3-carboxylic acid, 4-aminofuran-3-carboxylic acid, 5-aminofuran-3-carboxylic acid, 2,4-diaminofuran-3-carboxylic acid, 2,5-diaminofuran-3-carboxylic acid, 4,5-diaminofuran-3-acid carboxylic acid, 5-hydroxy-furan-2-carboxylic acid, 3-hydroxy-furan-2-carboxylic acid, 4-hydroxy-furan-2-carboxylic acid, 3,4-dihydroxy-furan-2-carboxylic acid, 3,5-dihydroxy-furan-2-carboxylic acid , 4,5-dihydroxyfuran-2-carboxylic acid, 2-hydroxy-3-carboxylic acid, 4-hydroxy-3-carboxylic acid, 5-hydroxy-3-carboxylic acid, 2,4-dihydroxy-3-carboxylic acid, 2,5-dihydroxyfuran-3-carboxylic acid, 4,5-dihydroxyfuran-3-carboxylic acid, 5-methoxyfuran-2-carboxylic acid, 3-methoxyfuran-2-carboxylic acid, 4-methoxy-furan-2-carboxylic acid, 3,4-dimethoxyfuran-2-carboxylic acid, 3,5-dimethoxifuran-2-carboxylic acid, 4,5-dimethoxifuran-2-carboxylic acid, 2-methoxyfuran-3-carboxylic acid, 4-methoxyfuran-3-carboxylic acid, 5-methoxyfur acid an-3-carboxylic acid, 2,4-dimethoxifuran-3-carboxylic acid, 2,5-dimethoxifuran-3-carboxylic acid, 4,5-dimethoxifuran-3-carboxylic acid, 2,5-dimethylfuran, 2-methylfuran, 2 , 3-dimethylfuran, 3,4-dimethylfuran, 2,4-dimethylfuran, furan-3-methanol, 5-methyl-furan-2-ol, and (furan-2-yl) methanol. Particularly preferred coupling agents of the present invention are selected from the group comprising furan-2-amine; furan-3,4-diamine; 4- amino-furan-3-ol; 4-amino-furan-3-carboxylic acid; 2,5-dimethylfuran; 2-methylfuran; 3,4-dimethylfuran; 2,4-dimethylfuran; 2-methoxyfuran; furan-3-methanol; 5-methyl-furan-2-ol; and (furan-2-yl) methanol.

B. 5-membered rings with two heteroatoms The 5 membered rings with two heteroatoms include thiazoles, oxazoles, isothiazoles, isoxazoles, imidazoles and substitutions thereof. 1. Thiazoles to. Preferred developers Preferred developers are selected from the group comprising thiazole-2,5-diamine; N ^ '- methyl-thiazole ^ .d-diamine; N'2'-ethyl-thiazole-2,5-diamine; N'2'-propyl-thiazole-2,5-diamine; 2- (5-amino-thiazol-2-ylamino) -ethanol; 3- (5-amino-thiazol-2-ylamino) -propan-1-ol; 3- (5-amino-thiazol-2-ylamino) -propane-1,2-diol; N'Z.N ^ '- dimethyl-thiazoI ^ .d-diamine; N'Z.N'Z-Diethyl-thiazole-Sd-diaminai N''-ethyl-N''-methyl-thiazole ^. S-diamine N'Z-? Til-N''-propyl-thiazole ^ .d -diamine; 2 - [(5-amino-thiazol-2-yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(d-amino-thiazol-2-yl) -methylaminoj-ethanol; 2 - [(d-amino-thiazol-2-yl) -ethylamino] -ethanol; N'5'-methyl-thiazole-2,5-d-amines; N'5'-ethyl-thiazole-2,5-diamine; N'5'-propyl-thiazole-2,5-diamine; 2- (2-amino-thiazol-5-ylamino) -ethanol; 3- (2-amino-thiazol-5-ylamino) -propan-1-ol; 3- (2-amino-thiazol-d-ylamino) -propane-1,2-diol; N, 5, IN, 5, -dimethyl-thiazole-215-diamine; N'd'.N'd'-diethylthiazole- ^ d-diamine; N'd'-ethyl-N'd'-methyl-thiazole-2,5, -diamine; 5-pyrrolidin-1-yl-thiazol-2-ylamine; 2 - [(2-amino-thiazol-5-yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(2-amino-thiazol-5-yl) -methylamino] -ethanol; 2 - [(2-amino-thiazol-d-yl) -ethylamino] -ethanol; 4-methyl-thiazole-2, d-diamine; 4-ethyl-thiazole-2, d-diamine; 2- (2, d-diamino-thiazol-4-yl) -ethanol; 4-phethiazole-2, d-diamine; 4-thiophen-2-yl-thiazole-2, d-diamine; 4-furan-2-yl-thiazole-2, d-diamine; [4 'JBitiazolyl' 'd-diamine; 4-methoxy-thiazole-2, d-diamine; 4-ethoxy-thiazole-2, d-diamine; 4-phenoxy-thiazole-2, d-diamine; 4-fluoro-thiazole-2, d-diamine; 4-chloro-thiazole-2, d-diamine; 4-trifluoromethyl-thiazole-2, d-diamine; and 2, d-diamino-thiazole-4-carbonitrile; thiazole-4,5-diamine; 5-aminothiazol-4-ol; d-amino-furan-2-ol; and 2-amino-thiazole-d-ol. The especially preferred developers of the present invention are selected from the group comprising thiazole-2, d-diamine; d-pyrrolidin-1-yl-thiazol-2-ylamine; 2- (d-amino-thiazol-2-ylamino) -ethanol; thiazole-4, d-diamine; thiazole-2,4, d-triamine and 4-aminothiazole-d-ol. b. Preferred coupling agents Preferred coupling agents are selected from the group comprising thiazole-5-amine, 2-methylthiazol-5-amine, 2-phehiazole-5-amine, thiazol-2-amine, 5-methylthiazole-2-amine , thiazole-d-ol, 2-methylthiazol-d-ol, 2-phehiazole-d-ol, thiazol-2-ol, d-methylthiazol-2-ol, d-phehiazol-2-ol, 2-aminothiazole-d -ol, 2-amino-4-methylthiazole-d-ol, 2-amino-4-phehiazole-d-ol, 2-amino-4-ethylthiazole-d-ol, d-aminothiazol-2-ol, d-amino -4-methylthiazole-2-ol, d-amino-4-phehiazole-2-ol, d-amino-4-ethylthiazole-2-ol, thiazole-2, d-diol, 4-methylthiazole-2, d-diol , 4-phehiazole-2,5-diol, thiazole-2,5-diol, 4-methylthiazole-2,5-diol, 4-phehiazole-2,5-diol, thiazole-2, d-diamine, 4-methylthiazole -2, d-diamine, 4-phehiazole-2, d-diamine, 5-methoxythiazole, d-methoxy-2-methylthiazole, 5-methoxy-2-phehiazole, 2-methoxythiazole, 2-methoxy-5-methylthiazole, 2 -methoxy-d-phehiazole, 2,5-dimethoxythiazole, 2,5-dimethoxy-4-methylthiazole, 2,5-dimethoxy-4-phehiazole, 5-aminothiazole-4-carbonitrile, d-amino-2-methylthiazole-4 -carbonitri lo, d-amino-2-phehiazole-4-carbonitrile, d -hydroxythiazole-4-carbonitrile, d-hydroxy-2-methylthiazole-4-carbonitrile, d-hydroxy-2-phehiazole-4-carbonitrile, 2, d-dihydroxythiazole-4-carbonitrile, 2, d-dimethoxythiazole-4-carbonitrile, 4-chlorothiazol-d-ol, 4-chloro-2-methylthiazol-d-ol, 4-chloro-2-phehiazole-d-ol, 4-chlorothiazole-2,5-diol, 4-chlorothiazol-5-amine, 4-chloro-2-methylthiazole-d-amine, 4-chloro-2-phehiazole-5-amine, 4-chlorothiazole-2,5- diamine, 4-fluorothiazole-2, d-diamine, 4-trifluoromethylthiazole-2, d-diamine, 2-methylthiazole-d-amine, 2-methylthiazole-d-ol, thiazole-2,4-diol, 2-methylthiazole- d-amine, 2-ethylthiazole-d-amine, 2- (thiazol-d-ylamino) ethanol and 3- (thiazol-d-ylamino) propane-1,2-diol. Particularly preferred coupling agents are selected from the group comprising thiazole-5-amine; 2-methyl-thiazol-5-ylamine; thiazole-2-amine; 4-methylthiazol-2-amine; thiazole-2,4-diamine; thiazol-5-ol; thiazole-2,5-diol; and thiazole-2,4-diol. 2. Oxazoles to. Preferred developers Preferred developers are selected from the group consisting of oxazole-2, d-diamine; N'2'-methyl-oxazole-2, d-diamine; N'2'-ethyl-oxazole-2, d-diamine; N'2'-propyl-oxazole-2, d-diamine; 2- (d-amino-oxazol-2-ylamino) -ethanol; 3- (d-amino-oxazol-2-ylamino) -propan-1-ol; 3- (d-amino-oxazol-2-ylamino) -propane-1,2-diol; N'2'-phenyl-oxazole-2, d-diamine; N'2'-thiophen-2-yl-oxazole-2, d-diamine; N'2'-furan-2-yl-oxazole-2, d-diamine; N'2'-thiazol-2-yl-oxazole-2, d-diamine; N'd'-methyl-oxazole-2, d-diamine; N'5'-ethyl-oxazole-2,5-diamine; N'5'-propyl-oxazole-2,5-d-amines; 2- (2-amino-oxazol-5-ylamino) -ethanol; 3- (2-amino-oxazol-5-ylamino) -propan-1 -ol; 3- (2-amino-oxazol-d-ylamino) -propane-1,2-diol; N'd'-phenyl-oxazole-2, d-diamine; N'd'-thiophen-2-yl-oxazole-2, d-diamine; N'd'-furan-2-yl-oxazole-2, d-diamine; N'd'-thiazol-2-yl-oxazole-2, d-diamine; 4-methyl-oxazole-2, d-diamine; 4, N'2, -dimethyl-oxazole-2, d-diamine; N'2'-ethyl-4-methyl-oxazole-2, d-diamine; 4-methyl-N '-propyl-oxazole ^ .d-diamine; 2- (d-amino-4-methyl-oxazol-2-ylamino) -ethanol; 3- (d-amino-4-methyl-oxazol-2-ylamino) -propan-1-ol; 3- (d-amino-4-methyl-oxazol-2-ylamino) -propane-1,2-diol; 4-methyl-N'2, phenyl-oxazole-2, d-diamine; 4-methyl-N'2, -thiophen-2-yl-oxazole-2, d-diamine; N '-furan ^ -iM-methyl-oxazole-d-diamine; 4-methyl-N'2, -thiazol-2-yl-oxazole-2, d-diamine; 4-methyl-N'd'-thiazole ^ -yl-oxazole ^ .d-diamine; 4-methyl-N'd'-thiazol-2-yl-oxazole-2, d-diamine; 4, N'd'-dimethyl-oxazole-2, d-diamine; N'd'-ethyl-4-methyl-oxazole-2, d-diamine; 4-methyl-N'd'-propyl-oxazole-2, d-diamine; 2- (2-amino-4-methyl-oxazol-d-ylamino) -ethanol; 3- (2-amino-4-methyl-oxazol-d-ylamino) -propan-1 -ol; 3- (2-amino-4-methyl-oxazol-d-ylamino) -propane-1,2-diol; 4-methyl-N'd'-phenyl-oxazole-2, d-diamine; 4-methyl-N'd'-thiophen-2-yl-oxazole-2, d-diamine; N'd'-furan-2-yl-4-methyl-oxazol-2, d-diamine; 4-phenyl-oxazole-2,5-diamine; 4 -thiophen-2-yl-oxazole-2,5-diamine; 4-furan-2-yl-oxazole-2,5-diamine; 4-thiazol-2-yl-oxazole-2,5-diamine; 4-fluoro-oxazole-2, d-diamine; 4-chloro-oxazole-2,5-diamine; 4-trifluoromethyl-oxazole-2,5-diamine; 2,5-diamino-oxazole-4-carbonitrile; 4-methoxy-oxazole-2,5-diamine; 4-ethoxy-oxazole-2,5-diamine; 2-amino-thiazole-d-ol; and 2-amino-oxazol-d-ol. Especially preferred developers are selected from the group consisting of oxazole-2, d-diamine; 5-pyrrolidin-1-yl-oxazol-2-ylamine; 2- (d-amino-oxazol-2-ylamino) -ethanol; oxazole-4, d-diamine; oxazole-2,4, d-triamine; and 4-aminooxazol-d-ol. b. Preferred coupling agents Preferred coupling agents are selected from the group comprising oxazol-d-amine, 2-methyloxazol-d-amine, 2-phenyloxazol-d-amine, oxazol-2-amine, d-methyl-oxazole-2 -amine, oxazol-d-ol, 2-methyloxazol-d-ol, 2-phenyloxazol-d-ol, oxazol-2-ol, d-methyl-oxazol-2-ol, d-phenyloxazol-2-ol, -aminooxazol-d-ol, 2-amino-4-methyloxazol-d-ol, 2-amino-4-phenyloxazol-d-ol, 2-amino-4-ethyloxazol-d-ol, d-aminooxazol-2-ol , d-amino-4-methyloxazol-2-ol, d-amino-4-phenyloxazol-2-ol, d-amino-4-ethyloxazol-2-ol, oxazol-2, d-diol, 4-methyloxazol-2 , d-diol, 4-phenyloxazol-2, d-diol, oxazol-2, d-diol, 4-methyloxazol-2,5-diol, 4-phenyloxazol-2, d-diol, oxazol-2, d-diamine , 4-methyloxazol-2, d-diamine, 4-phenyloxazol-2, d-diamine, d-methoxyoxazole, 5-methoxy-2-methyl-oxazole, 5-methoxy-2-phenyl-oxazole, 2-methoxyoxazole, 2 -methoxy-d-methyloxazole, 2-methoxy-5-phenyloxazole, 2,5-dimethoxy-oxazole, 2, d-dimethoxy-4-methyloxazole, 2, d-dimethoxy-4-phenyloxazole, d-aminooxazole-4-carbonitrile, d -amino-2-methyloxazole-4-carbo nitrile, 5-amino-2-phenyloxazole-4-carbonitrile, 5-hydroxyoxazole-4-carbonitrile, 5-hydroxy-2-methyloxazole-4-carbonitrile, d-hydroxy-2-phenyloxazole-4-carbonitrile, 2.5- dihydroxyoxazole-4-carbonitrile, 2,5-dimethoxy-oxazole-4-carbonitrile, 4-chloroaxazole-d-ol, 4-chloro-2-methyloxazol-d-ol, 4-chloro-2-phenyloxazol-d-ol, 4- chloroaxazole-2, d-diol, 4-chloroaxazole-d-amine, 4-chloro-2-methyloxazol-d-amine, 4-chloro-2-phenyloxazol-d-amine, 4-chloroaxazole-2,5-diamine, 4-fluorooxazol-2,5-diamine, 4-trifluoromethyloxazole-2, d-diamine, 2-methyloxazol-5-amine, 2-methyloxazol-5-ol, oxazole-2,4-diol, 2-methyloxazole-d- amine, 2-ethyloxazole-d-amine, 2- (oxazol-d-ylamino) ethanol and 3- (oxazol-d-ylamino) propane-1,2-diol. Particularly preferred coupling agents are selected from the group comprising oxazol-d-amine; 2-methyl-oxazol-d-amine; oxazole-2-amine; 4-methyloxazol-2-amine; oxazole-2,4-diamine; oxazole-d-ol; oxazole-2, d-diol; and oxazole-2,4-diol. 3. Isothiazoles to. Preferred developers Preferred developers are selected from the group comprising isothiazole-4, d-diamine, 3-methyl-isothiazole-4, d-diamine, 3-ethyl-isothiazole-4, d-diamine, 3-propyl-isothiazole-4 , d-diamine, 2- (4, d-diamino-isothiazol-3-yl) -ethanol, 3- (4, d-diamino-isothiazol-3-yl) -propan-1-ol, 3- (4, d-diamino-isothiazol-3-yl) -propane-1,2-diol, 3-furan-2-yl-isothiazole-4, d-diamine, 3-thiophen-2-yl-isothiazole-4, d-diamine , 3-phenyl-isothiazole-4, d-diamine, 3-furan-2-ylmethyl-isothiazole-4, d-diamine, 3-thiophen-2-ylmethyl-isothiazole-4, d-diamine, 3-methoxy-isothiazole -4, d-diamine, 3-ethoxy-isothiazole-4, d-diamine, 3-phenoxy-isothiazole-4, d-diamine, 3-benzyloxy-isothiazole-4, d-diamine, 3-fluoro-isothiazole-4 , d-diamine, 3-chloro-isothiazole-4, d-diamine, isothiazole-3,4-diamine, 4-a ??noisothiazol-5-ol, 5-methyl-isothiazole-3,4-diamine, d- amino-isothiazol-4-ol and 4-amino-isothiazol-d-ol.

Particularly preferred developers of the present invention are selected from the group comprising isothiazole-4, d-diamine; 3-methyl-isothiazole-4, d-diamine; 4-aminoisothiazole-d-ol; and 3-methoxy-isothiazole-4, d-diamine. b. Preferred coupling agents Preferred coupling agents are selected from the group comprising isothiazol-d-amine, 3-methylisothiazol-d-amine, 3-phenylisothiazol-d-amine, isothiazol-4-amine, 3-methylisothiazol-d-amine. , isothiazol-5-ol, 3-methylisothiazol-5-ol, 3-phenylisothiazol-d-ol, isothiazol-4-ol, d-methylisothiazol-3-ol, d-phenylisothiazol-3-ol, 3-aminoisothiazole-d -ol, d-aminoisothiazol-3-ol, d-amino-4-chloroisothiazol-2-ol, d-amlno-4-cyanoisothiazol-2-ol, isothiazol-3,5-diol, 4-chloroisothiazole-3,5 -diol, 4-cyanoisothiazole-3,5-diol, 4-methoxyisothiazole-3, d-diol, 4-fluoroisothiazole-3,5-diol, 4-bromoisothiazole-3,5-diol, 4-ethoxy-isothiazole-3,5 -diol, isothiazole-3, d-diamine, 4-chloroisothiazole-3, d-diamine, 4-methoxyisothiazole-3,5-diamine, 4-fluoroisothiazole-3, d-diamine, 4-cyanoisothiazole-3, d-diamine , d-methoxyisothiazole, d-methoxy-3-methylisothiazole, 5-methoxy-3-phenylisothiazole, 4-methoxyisothiazole, 4-methoxy-3-methylisothiazole, 4-methoxy-3-phenylisothiazole, 3,5-dimethoxyisothiazole, 3, d -dimethoxy-4-chloroisothiazole, 3,5-dime toxi-4-methoxyisothiazole, 3, d-dimethoxy-4-fluoroisothiazole, 3, d-dimethoxy-4-ethoxyisothiazole, d-aminoisothiazole-4-carbonitrile, d-amino-3-methylisothiazole-4-carbonitrile, d-amino- 3-phenylisothiazole-4-carbonitrile, d-hydroxyisothiazole-4-carbonitrile, d-hydroxy-3-methylisothiazole-4-carbonitrile, d-hydroxy-3-phenylisothiazole-4-carbonitrile, 3, d-dihydroxyisothiazole-4-carbonitrile, 3, d-dimethoxy-isothiazole-4-carbonitrile, 4-chloroisothiazole-d-ol, 4-chloro-3-methylisothiazol-d-ol, 4-chloro-3-phenylisothiazol-d-ol, 4-chloroisothiazole-3, d- diol, 4-chloroisothiazol-5-amine, 4-chloro-3-methylisothiazol-d-amine, 4-chloro-3-phenylisothiazol-d-amine, 4-chloroisothiazole-3, d-diamine, 4-fluoroisothiazole-3, d-diamine, 4-trifluoromethylisothiazole-3, d-diamine,. 3-methylisothiazol-d-amine, isothiazole-3,4-diol, isothiazole-3,4-diamine, 3-methylisothiazol-d-amine, 3-ethylisothiazol-d-amine, 2- (isothiazol-d-ylamino) ethanol and 3- (isothiazol-d-ylamino) propane-1,2-diol. Particularly preferred coupling agents of the present invention are selected from the group comprising: siathiazole-d-amine; 3-methylisothiazol-d-amine; 3-methylisothiazol-d-amine; isothiazole-d-ol; 3-methylisothiazol-d-ol; 3-aminoisothiazole-d-ol; d-aminoisothiazol-3-ol; and isothiazole-3, d-diol. 4. Isoxazoles to. Preferred developers Preferred developers are selected from the group comprising isoxazole-4,5-diamine, 3-methyl-isoxazole-4,5-d-amines, 3-ethyl-isoxazole-4,5-diamines, 3-propyl -isoxazole-4, d-diamine, 2- (4, d-diamino-isoxazol-3-yl) -ethanol, 3- (4,5-diamino-isoxazol-3-yl) -propan-1-ol, 3 - (4,5-diamino-isoxazol-3-yl) -propane-1,2-diol, 3-furan-2-yl-isoxazole-4, d-diamine, 3-thiophen-2-yl-isoxazole-4, 5-diamine, 3-phenyl-isoxazole-4,5-diamine, 3-furan-2-ylmethyl-isoxazole-4, d-diamine, 3-thiophen-2-ylmethyl-isoxazole-4, d-diamine, 3- methoxy-isoxazole-4, d-diamine, 3-ethoxy-isoxazole-4, d-diamine, 3-phenoxy-isoxazole-4, d-diamine, 3-benzyloxy-isoxazole-4, d-diamine, 3-fluoro- isoxazole-4,5-diamine, 3-chloro-isoxazole-4,5-diamine, lsoxazole-3,4-diamine, d-methyl-isoxazole-3,4-diamine, d-amino-isoxazole-4-ol and 4-amino-isoxazole-d-ol. Particularly preferred developers of the present invention are selected from the group comprising isoxazole-4, d-diamine; 3-methyl-isoxazole-4, d-diamine; 4-aminoisoxazole-d-ol; and 3-methoxy-isoxazole-4, d-diamine. b. Preferred coupling agents The Preferred coupling agents are selected from the group consisting of isoxazol-d-amine, 3-methylisoxazole-d-amine, 3-phenyl-isoxazol-d-amine, isoxazol-4-amine, 3-methylisoxazole-d-amine , isoxazol-d-ol, 3-methylisoxazole-d-ol, 3-phenylisoxazole-d-ol, isoxazol-4-ol, d-methylisoxazole-3-ol, d-phenylisoxazole-3-ol, 3-aminoisoxazole-d -ol, d-aminoisoxazol-3-ol, d-amino-4-chloroisoxazol-2-ol, d-amino-4-cyanoisoxazol-2-ol, isoxazol-3,5-diol, 4-chloroisoxazol-3, d -diol, 4-cianoisoxazol-3, d-diol, 4-metoxiisoxazol-3, d-diol, 4-fluoroisoxazol-3, d-diol, 4-bromoisoxazole-3, d-diol, 4-ethoxyisoxazol-3, d -diol, isoxazole-3, d-diamine, 4-chloroisoxazole-3, d-diamine, 4-methoxyisoxazole-3, d-diamine, 4-fluoroisoxazole-3, d-diamine, 4-cyanoisoxazole-3, d-diamine , d-metoxiisoxazol, 5-methoxy-3-methylisoxazole, d-methoxy-3-phenylisoxazole, 4-metoxiisoxazol, 4-methoxy-3-methylisoxazole, 4-methoxy-3-phenylisoxazole, 3, d-dimetoxiisoxazol, 3, d -dimethoxy-4-chloroisoxazole, 3, d-dimethoxy-4-methoxyisoxazole, 3, d-dimethoxy -4-fluoroisoxazol, 3, d-dimethoxy-4-ethoxyisoxazol, 5-aminoisoxazole-4-carbonitrile, d-amino-3-methylisoxazole-4-carbonitrile, d-amino-3-phenyl-isoxazol-4-carbonitrile, d-hydroxyisoxazole -4-carbonitrile, d-hydroxy-3-methylisoxazole-4-carbonitrile, 5-hydroxy-3-phenyl-isoxazol-4-carbonitr¡lo, 3, d-dihidroxiisoxazol-4-carbonitrile, 3-d dimetoxiisoxazol-4-carbonitrile , 4-chloroisoxazole-d-ol, 4-chloro-3-methylisoxazole-d-ol, 4-chloro-3-phenylisoxazole-d-ol, 4-chloroisoxazole-3, d-diol, 4-chloroisoxazole-d-amine , 4-chloro-3-methylisoxazole-d-amine, 4-chloro-3-phenylisoxazole-d-amine, 4-chloroisoxazole-3,5-diamine, 4-fluoroisoxazole-3,5-diamine, 4-trifluoromethylisoxazole-3 , 5-diamine, 3-methylisoxazole-d-amine, 3-methylisoxazole-d-ol, isoxazole-3,4-diol, isoxazole-3,4-diamine, 3-methylisoxazole-d-amine, 3-ethyl isoxazole-d-amine, 2- (isoxazol-d-ylamino) ethanol and 3- (isoxazol-d-ylamino) propane-1,2-diol. Particularly preferred coupling agents of the present invention are selected from the group comprising isoxazole-d-amine; 3-methylisoxazole-d-amine; 3-methylisoxazole-d-amine; isoxazol-d-ol; 3-methylisoxazole-d-ol; 3-aminoisoxazole-d-ol; d-aminoisoxazole-3-ol; and isoxazole-3, d-diol. d. Imidazoles a. Preferred developers Preferred developers are selected from the group comprising 3H-imidazole-2,4-diamine; N'2'-methyl-3H-imidazole-2,4-diamine; N '-ethyl-SH-imidazole ^^ -diamine; N'2'-propyl-3H-imidazole-2,4-diamine; 2- (d-amino-1 H-imidazol-2-ylamino) -ethanol; 3- (d-amino-1 H-imidazol-2-ylamino) -propan-1 -ol; 3- (5-amino-1 H-imidazol-2-ylamino) -propane-1,2-diol; N'2'-phenyl-3H-imidazole-2,4-diamine; N'2'-thiophen-2-yl-3H-imidazole-2,4-diamine; N'2'-furan-2-yl-3H-imidazole-2,4-diamine; N'2'-thiazol-2-yl-3H-imidazole-2,4-diamine; N'4'-metii-3H-imidazole-2,4-diamine; N'4'-ethyl-3H-imidazole-2,4-diamine; N'4'-propyl-3H-imidazole-2,4-diamine; 2- (2-amino-3H-imidazol-4-ylamino) -ethanol; 3- (2-amino-3H-imidazol-4-ylamino) -propan-1 -ol; 3- (2-amino-3H-imidazol-4-ylamino) -propane-1,2-diol; N'4'-phenyl-3H-imidazole-2,4-diamine; N'4'-thiophen-2-yl-3H-imidazole-2,4-diamine; N'4'-furan-2-yl-3H-imidazole-2,4-diamine; N'4'-thiazol-2-yl-3H-imidazole-2,4-diamine; 5-methyl-3H-imidazole-2,4-diamine; d.N ^ '- dimethyl-SH-imidazo I ^ -diamine; N'2'-ethyl-d-methyl-3H-imidazole-2,4-diamine; d-methyl-N ^ '- propyl-SH-imidazole ^^ -diamine; 2- (d-amino-4-methyl-1 H-imidazol-2-ylamino) -ethanol; 3- (d-amino-4-methyl-1 H-imidazol-2-ylamino) -propan-1 -ol; 3- (d-amino-4-methyl-1 H-imidazol-2-ylamino) -propane-1,2-diol; d-methyl-N'2'-phenyl-3H-imidazole-2,4-diamine; d-methyl-N '-thiophene ^ -yl-SH-imidazole ^^ -diamine; N'2'-furan-2-yl-5-methyl-3H-imidazole-2,4-diamine; 5-methyl-N'2'-thiazol-2-yl-3H-imidazole-2,4-diamine; d-methyl-N'4'-thiazol-2-yl-3H-imidazole-2,4-diamine; d, N'4'-dimethyl-3H-imidazole-2,4-diamine; N ^ '- ethyl-d-methyl-SH-imidazole-2,4-diamine; d-methyl-N'4'-propyl-3H-imidazole-2,4-diamine; 2- (2-amino-d-methyl-3H-imidazol-4-ylamino) -ethanol; 3- (2-amino-d-methyl-3H-imidazol-4-ylamino) -propan-1-ol; 3- (2-amino-5-methyl-3H-imidazol-4-ylamino) -propane-1,2-diol; 5-methyl-N'4'-phenyl-3H-imidazole-2,4-diamine; d-methyl-N ^ '-thiophene ^ -yl-SH-imidazole ^^ -diamine; N'4'-furan-2-yl-d-methyl-3H-imidazole-2,4-diamine; d-phenyl-3H-imidazole-2,4-diamine; d-thiophen-2-yl-3H-imidazole-2,4-diamine; d-furan-2-yl-3H-imidazole-2,4-diamine; d-thiazol-2-yl-3H-imidazole-2,4-diamine; d-fluoro-3H-imidazole-2,4-diamine; d-chloro-3H-imidazole-2,4-diamine; d-trifluoromethyl-3H-imidazole-2,4-diamine; 2,5-diamino-1 H-imidazole-4-carbonitrile; d-methoxy-3H-imidazole-2,4-diamine; d-ethoxy-3H-imidazole-2,4-diamine; 1-imidazol-2,4, d-triamine; 1-methyl-1 r-imidazole-2,4, d-triamine; 1-phenyl-1 H-imidazole-2,4, d-triamine; 4, d-diamino-1H-imidazol-2-ol; 4, d-diamino-1-methyl-1 / - imidazol-2-ol; 4, d-diamino-1-phenyl-1-imidazol-2-ol; 2-methyl-1H-imidazole-4, d-diamine; 1,2-dimethyl-1H-imidazole-4, d-diamine; 2-methyl-1-phenyl-1H-imidazole-4, d-diamine; 2-methyl-4-amino-1r-imidazol-4-ol; 1,2-dimethyl-4-amino-1H-imidazol-4-ol; 2-methyl-4-amino-1-phenyl-1 - / - imidazol-4-ol; 4-amino-1-methyl-1 H-imidazole-2,5-diol; 4-amino-1-phenyl-1 H-imidazole-2,5-diol; 4-amino-1 H-imidazole-2, d-diol; 1rt-imidazole-4, d-diamine; 1-methyl-1 H-imidazole-4, d-diamine; 1-phenyl-1H-imidazole-4,5-diamine; and 4-amino-isoxazole-5-ol. The especially preferred developers of the present invention are selected from the group comprising 1 r - / - imidazole-2, d-diamine; 2- (5-amino-1-imidazol-2-ylamino) -ethanol; 1 / - / - imidazole-4,5-diamine; 1-imidazol-2,4, d-triamine; and 4-amino-1H-imidazole-d-ol. b. Preferred coupling agents Preferred coupling agents are selected from the group comprising IH-imidazole-d-amine, 1-methyl-1 H-imidazole-d-amine, 1-phenyl-1H-imidazole-d-amine, 1H- imidazol-2-amine, 1-methyl-1 H-imidazol-2-amine, 1 H-imidazol-d-ol, 1-methyl-1 H-imidazol-d-ol, 1-phenyl-1 - / - imidazol-d-ol, 1H-imidazol-2-ol, 1-methyl-1 H-imidazol-2-ol, 1-phenyl-1 r -imidazol-2-ol, 2-amino-1 / - / - imidazol-d-ol, 2-amino-1-methyl-1 H-imidazole-5 -ol, 2-amino-1-phenyl-1H-imidazol-d-ol, 2-amino-1-ethyl-1H-imidazol-d-ol, d-amino-1-imidazol-2-ol, d-amino-1-methyl-1 H-imidazol-2-ol, d-amino-1-phenyl-1H-imidazol-2-ol, d-amino-1-ethyl-1H-imidazol-2-ol, 1 / - / - imidazole-2,5-diol, 1-methyl-1 r - / - imidazole-2,5-diol, 1-phenyl-1H-imidazole-2, d-diol, 1-imidazole-2, d-diol, 1-methyl-1 r - / - imidazole-2, d-diol, 1-phenyl-1-imidazole-2, d-diol, 1 r - / - imidazole-2,5-diamine, 1-methyl -1 H-imidazole-2,5-diamine, 1-phenyl-1H-imidazole-2,5-diamine, 5-methoxy-1H-imidazole, 5-methoxy-1-methyl-1H-imidazole, d-methoxy -1-phenyl-1 - / - imidazole, 2-methoxy-1 H-imidazole, 2-methoxy-1-methyl-1 H-imidazole, 2-methoxy-1-phenyl-1H-imidazole, 2, d- dimethoxy-1-imidazole, 2, d-dimethoxy-1-methyl-1 H-imidazole, 2, d-dimethoxy-1-phenyl-1 H-imidazole, 5-amino-1H-imidazole-4-carbonitrile, -amino-1- methyl-1-imidazole-4-carbonitrile, d-amino-1-phenyl-1H-imidazole-4-carbonitrile, d-hydroxy-1H-imidazole-4-carbonitrile, d-hydroxy-1-methyl-1 - imidazole-4-carbonitrile, 5-hydroxy-1-fer? il-1-imidazole-4-carbonitrile, 2, d-dihydroxy-1H-imidazole-4-carbonitrile, 2,5-dihydroxy-1-methyl-1 H-imidazole-4-carbonitrile, 2,5-dihydroxy-1-phenyl-1-imidazole-4-carbonitrile, 2, d-dimethoxy-1H-imidazole-4-carbonitrile, 2,5-dimethoxy-1 -methyl-1 H-imidazole-4-carbonitrile, 2,5-dimethoxy-1-phenyl-1H-imidazole-4-carbonitrile, 4-chloro-1H-imidazole-d-ol, 4-chloro-1-methyl- 1 H-imidazol-d-ol, 4-chloro-1-phenyl-1 H-imidazol-d-ol, 4-chloro-1 H-imidazol-2, d-diol, 4-chloro-1-methyl-1 H-imidazole-2, d-diol, 4-chloro-1-phenyl-1r - / - imidazole-2, d-diol, 4-chloro-1-imidazol-5-amine, 4-chloro-1-methyl -1 H-imidazole-d-amine, 4-chloro-1-phenyl-1-imidazole-d-amine, 4-chloro-1-imidazole-2, d-diamine, 4-chloro-1-methyl- 1 H-imidazole-2, d-diamine, 4-chloro-1-phenyl-1 r-imidazole-2, d-diamine, 4-fluoro-1 H-imidazole-2, d-diamine, 4-fluoro- 1 -methyl-1 / - i midazole-2, d-diamine, 4-fluoro-1-phenyl-1H-imidazole-2, d-diamine, 4-trifluoromethyl-1 H-imidazole-2, d-diamine, 1-methyl-4-trifluoromethyl-1 H-imidazole-2, d-diamine, 1-phenyl-4-trifluoromethyl-1 H-imidazole-2, d-diamine, 2-methyl-1 H-imidazole-d-amine, 1, 2-dimethyl-1 H -imidazole-d-amine, 2-methyl-1-phenyl-1 H-imidazol-5-amine, 2-methyl-1 H-imidazol-5-ol, 1, 2-dimethyl-1H-imidazole-d-ol , 2-methyl-1-phenyl-1H-imidazole-d-ol, 1 - / - imidazole-2,4-diol, 1-methyl-1 / - imidazole-2,4-diol, 1-phenyl-1r - / - imidazole-2,4-diol, N-methyl-1H-imidazole-d-amine, N-ethyl-1H-imidazole-d-amine, 2- (1 / -imidazol-d-ylamino) ethanol and 3- (1 - / - imidazol-d-ylamino) propane-1,2-diol. Particularly preferred coupling agents are selected from the group comprising 1 / - / - imidazole-d-amine; 2-methyl-1 / - / - imidazol-5-ylamine; 1 H-imidazol-2-amine; 4-methyl-1-imidazol-2-amine; 1 H-imidazole-2,4-diamine; 1H-imidazol-5-ol; 1H-imidazole-2,5-diol; and 1 / - / - imidazole-2,4-diol.

C. Rings of d members with three heteroatoms Rings of five members with three heteroatoms include 4 H- [1,4] triazoles, [1, 3,4] thiadiazoles, [1, 3,4] oxadiazoles, [1, 2, d] thiadiazoles, and substitutions thereof. 1. 4H-M .2.4ltriazoles to. Preferred developers Preferred developers are selected from the group comprising 4H- [1, 2,4] triazole-3, d-diamine; N-methyl-4H- [1, 2,4] triazole-3, d-diamine; N-methyl-4H- [1, 2,4] triazole-3, d-diamine; N-ethyl-4H- [1, 2,4] triazole-3, d-diamine; N-propyl-4H- [1, 2,4] triazole-3, d-diamine; 2- (d-amino-4 H- [1, 2,4] triazol-3-ylamino) -ethanol; 3- (d-amino-4H- [1, 2,4] triazol-3-ylamino) -propan-1 -ol; 3- (d-amino-4H- [1, 2,4] triazol-3-ylamino) -propane-1,2-diol; N-phenyl-4H- [1, 2,4] triazole-3, d-diamine; N-thiophen-2-ylmethyl-4H- [1,2,4] triazole-3, d-diamine; N-furan-2-ylmethyl-4H- [1, 2,4] triazole-3, d-diamine; N-benzyl-4H- [1, 2,4] triazole-3, d-diamine; N, N-dimethyl-4H- [1, 2,4] triazole-3, d-diamine; N, N-diethyl-4H- [1, 2,4] triazole-3, d-diamine; d-pyrrolidin-1-yl-4H- [1, 2,4] triazol-3-ylamine; 2 - [(d-amino-4 H- [1,2,4] triazol-3-yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(d-amino-4 H- [1,2,4] triazol-3-yl) -ethylamino] -ethanol; and d-amino-1 H- [1, 2,4] triazol-3-ol. 2. p.3,4TTiadiazoles to. Preferred developers Preferred developers are selected from the group comprising [1,4,4] thiadiazole-2,5-diamine; N-methyl- [1,4-] thiadiazole-2,5-diamine; N-ethyl- [1,4-] thiadiazole-2,5-diamine; N-propyl- [1,4-] thiadiazole-2,5-diamine; 2- (5-amino- [1,4-] thiadiazol-2-ylamino) -ethanol; 3- (d-amino- [1, 3,4] thiadiazol-2-ylamino) -propan-1 -ol; 3- (d-amino- [1,4-] thiadiazol-2-ylamino) -propane-1,2-diol; N-phenyl- [1, 3,4] thiadiazol-2, d-diamine; N-thiophen-2-ylmethyl- [1, 3,4] thiadiazol-2, d-diamine; N-furan-2-ylmethyl- [1, 3,4] thiadiazol-2, d-diamine; N-benzyl- [1, 3,4] thiadiazol-2, d-diamine; N, N-dimethyl- [1, 3,4] thiadiazol-2, d-diamine; N, N-diethyl- [1, 3,4] thiadiazole-2, d-diamine; d-pyrrolidin-1-yl- [1, 3,4] thiadiazol-2-ylamine; 2 - [(d-amino- [1,4-] thiadiazol-2-yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(d-amino- [1, 3,4] thiadiazol-2-yl) -ethylaminoj-ethanol; and d-amino- [1, 3,4] thiadiazol-2-ol. Particularly referred developers are selected from the group comprising [1,4] thiadiazole-2, d-diamine; N-ethyl- [1,4-] thiadiazole-2,5-diamine; and N-phenyl- [1,4-] thiadiazole-2,5-diamine. 3. p, 3,41Qadiazoles to. Preferred developers Preferred developers are selected from the group comprising [1, 3,4] oxadiazole-2, d-diamine; N-methyl- [1, 3,4] oxadiazol-2, d-diamine; N-ethyl- [1, 3,4] oxadiazol-2, d-diamine; N-propyl- [1,4-] oxadiazole-2, d-diamine; 2- (d-amino- [1,4-] oxadiazol-2-ylamino) -ethanol; 3- (d-amino- [1,4-] oxadiazol-2-ylamino) -propan-1-ol; 3- (d-amino- [1,4-] oxadiazol-2-ylamino) -propane-1,2-diol; N-phenyl- [1, 3,4] oxadiazol-2, d-diamine; N-thiophen-2-ylmethyl- [1,4,4-oxadiazole-2, d-diamine; N-furan-2-ylmethyl- [1, 3,4] oxadiazol-2, d-diamine; N-benzyl- [1,4] oxadiazole-2, d-diamine; N, N-dimethyl- [1, 3,4] oxadiazol-2, d-diamine; N, N-diethyl- [1,4] oxadiazole-2, d-diamine; d-pyrrolidin-1-yl- [1, 3,4] oxadiazol-2-ylamine; 2 - [(d-amino- [1,4-] oxadiazol-2-yl) - (2-hydroxyethyl) -amino] -ethanol; 2 - [(d-amino- [1, 3,4] oxadiazol-2-yl) -ethylamino-ethanol; and d-amino- [1,4] oxadiazol-2-ol. 4. H .2.51Tiadiazoles to. Preferred developers Preferred developers are selected from the group comprising [1, 2,5] thiadiazole-3,4-diamine; 4-amino- [1,2- d] thiadiazol-3-ol; N-methyl- [1,2- d] thiadiazole-3,4-diamine; N-ethyl- [1,2- d] thiadiazole-3,4-diamine; 2- (4-amino- [1, 2, d] thiadiazol-3-ylamino) -ethanol; 2- [4- (2-hydroxyethylamino) - [1,2-d] thiadiazol-3-ylamino] -ethanol; and d-amino- [1, 3,4] thiadiazol-2-ol. Particularly preferred developers are selected from the group comprising [1,2-d] thiadiazole-3,4-diamine.

D. Synthesis Examples The following are non-limiting examples of synthesis of the present invention. Example A: thiophen-2,5-diamine, which is obtained from the following synthesis strategy: Toluene Fe / FeSO, MeOH A The treatment of 5-nitro-2-thiophenecarboxylic acid 1 with diphenylphosphoryl azide in toluene in the presence of ter-BuOH gives rise to carbamate 2 (Tetrahedron Letters, 1999, Vol 40, page 1721). The reduction of 2 with Fe / FeSO4 in MeOH produces the formation of aminothiophene3. Reaction of 3 with trifluoroacetic acid in DCM gives thiophene-2,5-diamine 4 as its trifluoroacetic acid salt. Example B: thiophen-2-amine, which is obtained from the following synthesis strategy: 1 2 3 The treatment of 2-thiophenecarboxylic acid (CAS number 627-72-0) with diphenylphosphoryl azide (CAS number 26386-88-9) in the presence of tert-butanol produces carbamate 2 (J. Med. Chem., 1991, Vol. 34, p.1594). The hydrolysis of carbamate 2 with hydrochloric acid gives thiophene-2-amine (Tetrahedron Letters, 1999, Vol 40, page 721). Example C: 2,5-dimethylthiophene is available from Aldrich (Catalog No. D18,364-3). Example D: 1-methyl-1 H-pyrrole-2, d-diamine, which is obtained from the following synthesis strategy: 2 N "H" 3, Obtain 2-chloro-1-methyl-1 H-pyrrole 2 by the treatment of 1-methyl-1 H-pyrrole 1 with thionyl chloride. Nitration of 2 with nitric acid and sulfuric acid provides compound 3. The aromatic nucleophilic substitution of 3 with ammonia in an autoclave provides compound 4. Catalytic hydrogenation of 4 with hydrogen in the presence of Pd / C in ethanol gives 1-methyl- 1 H-pyrrole-2, d-diamine d. Example E: i. 1 / - / - pyrrol-2-amine, which is obtained from the following synthesis strategy: The silylation of pyrrole (CAS No. 109-97-7) with chlorotrimethylsilane gives N-trimethylsilyl pyrrole 2 (J. Org Chem, 19d6, Vol. 21, p 931). The reaction of compound 2 with? / - chlorophthalamide 3 (can be obtained by the reaction of phthalimide (CAS number 86-41-6) with urea-butyl hypochlorite according to the reference (J. Amer. Chem. Soc, 1954 , Vol. 76, page 3858)) gives the phthalimide derivative 4. Reduction of compound 4 with sodium borohydrate gives compound 5 (Tetrahedron Letters, 1995, Vol. 38, page 9261). Hydrolysis of compound 5 with acetic acid gives 1 H-pyrrol-2-amine (Tetrahedron Letters, 199d, Vol. 38, page 9261). Example F: 2,6-dimethylpyrrole available from Aldrich (Catalog No. 39,083-6). Example G: thiazole-2-amine (CAS number 96-60-4) available from Aldrich (Catalog No. 123129).

Example H: [1, 2, d] thiadiazole-3,4-diamine 4 5 6 Obtain 4-Amino- [1, 2, d] thiadiazole-3-carboxylic acid 2 from thiazole-pyrimidinone 1 or thiazole-pyrimidinone 3 by hydrolysis (Advance in Heterocyclic Chemistry, Vol. 9, Academic Press, New York, 1968 , page 107). Protection of the amino group of 2 with Boc2O (diterbutyl dicarbonate) and 4-dimethylaminopyridine leads to compound 4. The Curtius reaction of 4 with diphenylphosphoryl azide in tert-butanol gives compound d. Deprotection of d with aqueous HCl yields [1, 2, d] thiadiazole-3,4-diamine 6. Example I: (furan-3-yl) methanol available from Aldrich (Catalog No. 19,639-8). Example J: d-Methylfuran-2 (3H) -one available from Aldrich (Catalog no.

W32.930-4) Example K: (furan-2-yl) methanol available from Aldrich (furfuryl alcohol). Example L: 2-methoxyfuran available from Aldrich (Catalog No. 13,827-4). Example M: 2-ethylpyrrole available from Aldrich (Catalog No. 35,771-5) Example N: 2-methylpyrrole available from LaboTest (Order No. LTBB000731) Example O: 2,4-dimethylpyrrole available from Aldrich (Catalog No. 39,083- 6). Example P: 3-aminothiophene available from SYNCHEM OHG (Order No. ONO70). Example Q: 3,4-diaminothiophene available from Interbioscreen Ltd. (STOCK 45-24360). Example R: d-methylthiophen-2-amine available from ChemPacific USA (Order No. 34086). Example S: 2, d-dimethylfuran available from Aldrich (Catalog No. WdO.190-d). Example T: 2-methylfuran available from Aldrich (Catalog No. WdO.290-1).

II. Components of the composition for keratin coloring The compositions of the invention for the oxidative dyeing of keratin fibers comprise the hair dye composition described above in the section of hair dye compounds, and a suitable medium for coloring . The compositions of the invention may further comprise other known additional components, conventionally used or in any other form effective to be used in oxidative coloring compositions including, but not limited to, developer coloring compounds, coupling coloring compounds, direct dyes, oxidizing agents , thickeners, chelants, pH modifiers and buffering agents, radical scavenger systems and carbonate ion source, anionic, cationic, nonionic, amphoteric or zwitterionic surfactants, or mixtures of these; anionic, cationic, nonionic, amphoteric or zwitterionic polymers, or mixtures thereof; fragrances, buffers, dispersing agents, peroxide stabilizing agents; natural ingredients, for example proteins and protein derivatives, and plant materials (for example extracts of aloe, chamomile and henna); silicones (volatile or non-volatile, modified or unmodified), film-forming agents, ceramides, preservatives and opacifiers. Some adjuvants mentioned above not specifically described below, which are suitable, are listed in the International Cosmetics Ingredient Dictionary and Handbook, (8th edition, published by the Cosmetic Association, p bath products and fragrances (The Cosmetics, Toiletry, and Fragrance Association), in particular sections 3 (Chemical classes) and 4 (Functions) of vol.2, are useful for identifying specific adjuvants to achieve a particular purpose or several purposes A. Suitable medium for coloring The suitable medium for the dye can be selected from water or a mixture of water and at least one organic solvent to dissolve the compounds that normally would not be sufficiently soluble in water. Suitable organic solvents for use herein include, but are not limited to, lower alkanols of from C1 to 04 (e.g., ethanol, propanol, isopropanol), aromatic alcohols (e.g., benzyl alcohol and phenoxyethanol); polyols and polyol ethers (for example carbithols, 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether, monomethyl ether, hexylene glycol, glycerol, ethoxy glycol) and propylene carbonate. When present, organic solvents are typically present in an amount ranging from 1% to 30%, by weight, of the composition. Preferred solvents are water, ethanol, propanol, isopropanol, glycerol, 1,2-propylene glycol, hexylene glycol, ethoxydiglycol and mixtures thereof. Other suitable additional means for coloring may include oxidizing agents, as described below.

B. Auxiliary developers Suitable developers for use in the compositions described herein include, but are not limited to, p-phenylenediamine derivatives, for example benzene-1,4-diamine (commonly known as p-phenylenediamine), 2-methylbenzene-1,4-diamine, 2-chlorobenzene-1,4-diamine, N-phenyl-benzene-1,4-diamine, N- (2-ethoxyethyl) benzene-1,4-diamine, 2- [ (4-aminophenyl) - (2-hydroxyethyl) -amino] -ethanol, (commonly known as N, N-bis (2-hydroxyethyl) -p-phenylenediamine) (2,5-diaminophenyl) -methanol, 1- (2'-hydroxyethyl) -2, d-diaminobenzene, 2- (2, d diaminophenyl) -ethanol, N- (4-aminophenyl) benzene-1,4-diamine, 2,6-dimethyl-benzene-1,4-diamine, 2-isopropyl-benzene-1,4-diamine, 1 - [(4-diamino) -aminophenyl) amino] -propan-2-ol, 2-propyl-benzene-1,4-diamine, 1,3-bis [(4-aminophenyl) (2-f? idroxyethyl) amino] propan-2-ol, N4, N4,2-trimethylbenzene-1,4-diamine, 2-methoxy-benzene-1,4-diamine, 1- (2, d-diaminophenyl) ethane-1,2-diol, 2,3-dimethylbenzene-1 , 4-diamine, N- (4-amino-3-hydroxy-phenyl) -acetamide, 2,6-diethylbenzene-1,4-diamine, 2, d-dimethylbenzene-1,4-diamine, 2-thion-2 -ylbenzene-1,4-diamine, 2-thionyl-3-ylbenzene-1,4-diamine, 2-pyridin-3-ylbenzene-1,4-diamine, 1-biphenyl-2, d-diamine, 2- (methoxymethyl) benzene-l, 4-diamine, 2- (aminomethyl) benzene-1,4-diamine, 2- (2, d-diaminophenoxy) ethanol, N- [2- (2, d-diaminophenoxy) ethyl] - acetamide, N, N-dimethylbenzene-1,4-diamine, N, N-diethylbenzene-1,4-diamine, N, N-dipropylbenzene-1, 4- diamine, 2 - [(4-aminophenyl) (ethyl) amino] ethanol, 2 - [(4-amino-3-methyl-phenyl) - (2-hydroxyethyl) -amino] -ethanol, N- (2-methoxyethyl) benzene-1, 4-diamine, 3 - [(4-aminophenyl) amino] propan-1-ol, 3 - [(4-aminophenyl) -amino] propane-1,2-diol, N-. { 4 - [(4-aminophenyl) amino] butyl} benzene-1, 4-diamine and 2- [2- (2 { 2 - [(2,5-diaminophenyl) -oxy] ethoxy} ethoxy) ethoxy] benzene-1,4-diamine; 1,3-Bis (N (2-hydroxyethyl) -N- (4-aminophenyl) amino) -2-propanol; 2,2 '- [1, 2-Etanediyl-bis- (oxy-2, 1-ethenylyloxy)] - bis-benzene-1,4-diamine; N, N-Bis (2-hydroxyethyl) -p-phenylenediamine; p-aminophenol derivatives such as: 4-aminophenol (commonly known as p-aminophenol), 4-methylaminophenol, 4-amino-3-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methylphenol, 4- amino-1-hydroxy-2- (2'-hydroxyethylaminomethyl) benzene, 4-amino-2-methoxymethylphenol, d-amino-2-hydroxy-benzoic acid, 1- (d-amino-2-hydroxyphenyl) -ethane-2, -diol, 4-amino-2- (2-hydroxyethyl) -phenol, 4-amino-3- (hydroxymethyl) phenol, 4-amino-3-fluoro-phenol, 4-amino-2- (aminomethyl) -phenol, 4-amino-2-fluoro-phenol; 1-hydroxy-2,4-diaminobenzene; 1- (2'-hydroxyethyloxy) -2,4-diaminobenzene; 2,4-diamino-d-methylfenetol; o-phenylenediamine derivatives such as 3,4-diaminobenzoic acid and salts thereof; o-aminophenol derivatives such as: 2-aminophenol (commonly known as o-aminophenol), 2,4-diaminophenol, 2-amino-d-methylphenol, 2-amino-6-methylphenol, N- (4-amino-3-) hydroxyphenyl) -acetamide, and 2-amino-4-methylphenol; and heterocyclic derivatives such as: pyrimidin-2, 4,5,6-tetramine (commonly known as 2,4,5,6-tetraaminopyridine), 1-methyl-1 H-pyrazole-4, d-diamine, 2- (4,5-diamino-1 H- pyrazol-1-yl) ethanol, N2, N2-dimethyl-pyridine-2,5-diamine, 2 - [(3-amino-6-methoxypyridin-2-yl) amino] ethanol, 6-methoxy-N2-methylpyridin-2 , 3-diamine, 2,5,6-triaminopyrimidin-4 (1 H) -one, pyridin-2, d-diamine, 1-isopropyl-1 H-pyrazole-4, d-diamine, 1- (4-methylbenzyl) ) -1 H-pyrazole-4, d-diamine, 1 - (benzyl) -1 H-pyrazole-4, d-diamine, 1- (4-chlorobenzyl) -1 H-pyrazole-4,5-diamine, pyrazolo [1,5-a] -pyrimidine-3,7-diamine, 5,6,7-trimethylpyrazolo [1, da] pyrimidin-3-ylamine hydrochloride, 7-methylpyrazolo [1, da] pyrimidin-3-ylamine hydrochloride , 2,6,6,7-teramethyl-pyrazolo [1, da] pyrimidin-3-ylamine hydrochloride, d, 7-di-tert-butylpyrazolo [1, da] pyrimidin-3-ylamine hydrochloride, hydrochloride d , 7-di-trifluoromethyl-pyrazolo [1, da] pyrimidin-3-ylamine, 2-methylpyrazolo [1, da] pyrimidine-3,7-diamine hydrochloride; 4-hydroxy-2, d, 6-triaminopyrimidine; 1- (2'-Hydroxyethyl) -amino-3,4-methylenedioxybenzene; and 1-hydroxyethyl-4, d-diaminopyrazole sulfate. The additional developers are selected from the group comprising N- (3-furylmethyl) benzene-1,4-diamine; N-thiophen-3-ylmethyl-benzene-1,4-diamine; ? - (2-furylmethyl) benzene-1,4-diamine; N-thiophen-2-ylmethyl-benzene-1,4-diamine; 4-hydroxybenzoic acid (2, d-diamino-benzylidene) -hydrazide; 3- (2, d-diaminophenyl) -N-ethyl-acrylamide; 2- [3- (3-Amino-phenylamino) -propenyl] -benzene-1,4-diamine; 2- [3- (4-amino-phenylamino) -propenyl] -benzene-1,4-diamine; 2- (6-methyl-pyridin-2-yl) -benzene-1,4-diamine; 2-pyridin-2-ylbenzene-1,4-diamine; 2- [3- (4-amino-phenylamino) -propenyl] -benzene-1,4-diamine; 2- [3- (3-Amino-phenylamino) -propenyl] -benzene-1,4-diamine; 3- (2, d-diaminophenyl) -N-ethyl-acrylamide; 2-thiazol-2-ylbenzene-1,4-diamine; 4-hydroxybenzoic acid (2, d-diamino-benzylidene) -hydrazide; 3'-fluoro-biphenyl-2, d-diamine; 2-propenyl-benzene-1,4-diamine; 2'-chloro-biphenyl-2, d-diamine; N-thiophen-3-ylmethyl-benzene-1,4-diamine; ? / - (3-furylmethyl) benzene-1,4-diamine; 4'-methoxy-biphenyl-2, d-diamine; N- (4-aminobenzyl) -benzene-1,4-diamine; 2-methyl-d - [(1-H-pyrrol-2-ylmethyl) -amino] -phenol; d - [(furan-2-ylmethyl) -amino] -2-methylphenol; d-isopropylamino-2-methylphenol; biphenyl-2,4,4'-triamine hydrochloride; d- (4-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; d-phenylaminomethyl-benzene-1,3-diamine hydrochloride; 2- [4-amino-2- (3, d-diamino-benzylamino) -phenoxy] -ethanol hydrochloride; d- (3-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; N- (2-amino-benzyl) -benzene-1,3-diamine hydrochloride; N-furan-2-ylmethyl-benzene-1,3-diamine hydrochloride; 2 - [(3-Amino-phenylamino) -methyl] -phenol hydrochloride; 4-amino-2-propylaminomethyl-phenol; hydrochloride; N-Benzo [1, 3] dioxol-d-ylmethyl-benzene-1,3-diamine hydrochloride; N- [4-amino-2- (2-hydroxyethyl) -2H-pyrazol-3-yl] -3- (d-amino-2-hydroxy-phenyl) -acrylamide; hydrochloride; 4-amino-2- (isopropylamino-methyl) -phenol; hydrochloride; 4-thiophen-3-ylbenzene-1,3-diamine; hydrochloride hydrochloride; d-phenylaminomethylbenzene-1,3-diamine hydrochloride; d- (3-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; 4-thiophen-3-ylbenzene-1,3-diamine; hydrochloride; 2,, 4'-diamino-biphenyl-4-ol; hydrochloride; d-cyclobutylamino-2-methylphenol; d-cyclobutylamino-2-methylphenol; 4-amino-2- (pyridin-3-ylaminomethyl) -phenol; d- (3-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; d-allylaminomethylbenzene-1,3-diamine hydrochloride; N- (4-amino-benzyl) -benzene-1,3-diamine hydrochloride; N-benzylbenzene-1,3-diamine hydrochloride; 3 - [(3-Amino-phenylamino) -methyl] -phenol hydrochloride; N- (4-methoxy-benzyl) -benzene-1,3-diamine hydrochloride; N-thiophen-2-ylmethyl-benzene-1,3-diamine hydrochloride; 4-amino-2 - [(2-hydroxy-d-nitro-phenylamino) -methyl] -phenol; hydrochloride; 2 ', 4'-diamino-biphenyl-4-ol hydrochloride; biphenyl-2,4,4'-triamine; d- (4-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; 2 - [4-amino-2- (3, d-diamino-benzylamino) -phenoxy] -ethanol hydrochloride; d-allylaminomethylbenzene-1,3-diamine hydrochloride; d- (3-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; N- (4-aminobenzyl) -benzene-1,3-diamine hydrochloride; N-benzylbenzene-1,3-diamine hydrochloride; 3 - [(3-Amino-phenylamino) -methyl] -phenol hydrochloride; N- (2-aminobenzyl) -benzene-1,3-diamine hydrochloride; N- (4-methoxy-benzyl) -benzene-1,3-diamine hydrochloride; N-furan-2-ylmethyl-benzene-1,3-diamine hydrochloride; 2 - [(3-Amino-phenylamino) -methyl] -phenol hydrochloride; N-thiophen-2-ylmethyl-benzene-1,3-diamine hydrochloride; N-Benzo [1, 3] dioxol-d-ylmethyl-benzene-1,3-diamine hydrochloride; N- [4-amino-2- (2-hydroxyethyl) -2H-pyrazol-3-yl] -3- (d-amino-2-hydroxyphenyl) -acrylamide hydrochloride; 4-amino-2-propylaminomethylphenol; hydrochloride; 4-amino-2- (isopropylamino-methyl) -phenol hydrochloride; 4-amino-2 - [(2-hydroxy-d-nitro-phenylamino) -methyl] -phenol hydrochloride; 2-methyl-d - [(1-H-pyrrol-2-ylmethyl) -amino] -phenol; d - [(furan-2-ylmethyl) -amino] -2-methylphenol; d-isopropylamino-2-methylphenol; d-cyclobutylamino-2-methylphenol; 4-amino-2- (pyridin-3-ylaminomethyl) -phenol; and 5-cyclobutylamino-2-methylphenol. Preferred developers include, but are not limited to: p-phenylenediamine derivatives such as: 2-methylbenzene-1,4-diamine; benzene-1, 4-diamine; 1- (2,5-diaminophenyl) -ethanol; 2- (2, d-diaminophenyl) -ethanol; N- (2-methoxyethyl) benzene-1,4-diamine; 2 - [(4-aminophenyl) - (2-hydroxyethyl) -amino] -ethanol; 1- (2, d-diaminophenyl) ethane-1,2-diol; 1- (2'-hydroxyethyl) -2,5-diaminobenzene; 1,3-bis (N (2-hydroxyethyl) -N- (4-aminophenyl) amino) -2-propanol; 2,2 '- [1,2-ethanediyl-bis- (oxy-2,1-ethanediyloxy)] - bis-benzene-1,4-diamine; N, N-bis (2-hydroxyethyl) -p-phenylenediamine; and mixtures of these; p-aminophenol derivatives such as: 4-aminophenol, 4-methylaminophenol, 4-amino-3-methylphenol, 4-amino-2-methoxymethylphenol; 1- (d-amino-2-hydroxyphenyl) -ethane-1,2-diol; 1-hydroxy-2,4-diaminobenzene; H-hydroxyethyloxy) -2,4-diaminobenzene; 4-amino-2-aminomethylphenol; 2, 4-diamino-d-methylfenetol; 4-amino-1-hydroxy ^ -hydroxyethylaminomethyl benzene; 1-methoxy-2-amino-4- (2'-hydroxyethylamino) -benzene; d-aminosalicylic acid and the salts thereof; and mixtures of these; derivatives of o-phenylenediamine such as 3,4-diaminobenzoic acid and salts thereof; o-aminophenol derivatives such as 2-aminophenol, 2-amino-d-methylphenol, 2-amino-6-methylphenol, N- (4-amino-3-hydroxyphenyl) -acetamide; 2-amino-4-methylphenol; and mixtures of these; and heterocyclic derivatives such as pyrimidine-2,4, d, 6-trymines; 1-methyl-1 H-pyrazole-4, d-diamine; 2- (4, d-diamino-1 H-pyrazol-1-yl) ethanol; 1- (4-methylbenzyl) -1 H-pyrazole-4, d-diamine; 1 - (benzyl) -1 H-pyrazole-4,5-diamine; N2, N2-dimethylpyridine-2,5-diamine; 4-hydroxy-2,5,6-triaminopyrimidine; 1- (2'-hydroxyethyl) -amino-3,4-methylenedioxybenzene; and 1-hydroxyethyl-4,5-diaminopyrazole sulfate, and mixtures thereof. The most preferred developers include: 2-methylbenzene-1,4-diamine; benzene-1, 4-diamine; N, N-bis (2-hydroxyethyl) -p-phenylenediamine; 4-aminophenol; 4-methylaminophenol; 4-amino-3-methylphenol; 1-hydroxy-2,4-diaminobenzene; 2-aminophenol; 2-amino-d-methylphenol; 2-amino-6-methylphenol; 1-methyl-1 H-pyrazole-4, d-diamine; 1-hydroxyethyl-4, d-diaminopyrazole sulfate; 2- (4, d-diamino-1 H-pyrazol-1-yl) ethanol; and mixtures of these.

C. Auxiliary Coupling Agents Coupling agents suitable for use in the compositions described herein include, but are not limited to, phenols, resorcinol and naphthol derivatives such as naphthalene-1,7-diol, benzene-1, 3 -diol, 4-chlorobenzene-1,3-diol, naphthalene-1-ol, 2-methylenenaphthalene-1-ol, naphthalene-1, d-diol, naphthalene-2,7-diol, benzene-1,4 -diol, 2-methylbenzene-1,3-diol, 7-amino-4-hydroxynaphthalene-2-sulfonic acid, 2-isopropyl-d-methylphenol, 1, 2,3,4-tetrahydro-naphthalene-1, 5- diol, 2-chloro-benzene-1, 3-diol, 4-hydroxynaphthalene-1-sulfonic acid, benzene-1, 2,3-triol, naphthalene-2,3-diol, d-dichloro-2-methylbenzene-1 , 3-diol, 4,6-dichlorobenzene-1,3-diol, 2,3-dihydroxy- [1,4] naphthoquinone; and 1-acetoxy-2-methylnaphthalene; m-phenylenediamines such as: 2,4-diaminophenol, benzene-1,3-diamine, 2- (2,4-diaminophenoxy) -ethanol, 2 - [(3-aminophenyl) - (2-hydroxyethyl) -amino] -ethanol , 2-Mehylbenzene-1,3-diamine, 2 - [[2- (2,4-diaminophenoxy) -ethyl] - (2-hydroxyethyl) -amino] -ethanol, 4-. { 3 - [(2,4-diaminophenyl) oxy] -propoxy} benzene-1, 3-diamine, 2- (2,4-diaminophenyl) -ethanol, 2- (3-amino-4-methoxy-phenylamino) -ethanol, 4- (2-amino-ethoxy) -benzene-1, 3-diamine, (2,4-diaminophenoxy) -acetic acid, 2- [2,4-diamino-d- (2-hydroxyethoxy) -phenoxy] -ethanol, 4-ethoxy-6-methylbenzene-1,3-diamine , 2- (2,4-diamino-d-methyl-phenoxy) -ethanol, 4,6-dimethoxy-benzene-1,3-diamine, 2- [3- (2-hydroxyethylamino) -2-methyl-phenylamino] -ethanol, 3- (2,4-diaminophenoxy) -propan-1 -ol, N- [3- (dimethylamino) phenyl] urea, 4-methoxy-6-methylbenzene-1,3-diamine, 4-fluoro-6 -methylbenzene-1,3-diamine, 2- ( { 3 - [(2-hydroxyethyl) amino] -4,6-dimethoxyphenyl} -amino) ethanol, 3- (2,4-diaminophenoxy) -propane -1,2-diol, 2- [2-amino-4- (methylamino) -phenoxy] ethanol, 2 - [(d-amino-2-ethoxy-phenyl) - (2-hydroxyethyl) -amino] -ethanol, 2 - [(3-aminophenyl) amino] ethanol, 2,4-diamino-d- (2'-hydroxyethyloxy) toluene; N, N-dimethyl-3-ureidoaniline; N- (2-aminoethyl) benzene-1,3-diamine, 4-. { [(2,4-diaminophenyl) oxy] methoxy} -benzene-1, 3-diamine, 1-methyl-2,6-bis (2-hydroxyethylamino) benzene; and 2,4-dimethoxybenzene-1,3-diamine; m-aminophenols such as: 3-aminophenol, 2- (3-hydroxy-4-methyl-phenylamino) -acetamide, 2- (3-hydroxyphenylamino) -acetamide, d-amino-2-methylphenol, d- (2-hydroxyethylamino) ) -2-methylphenol, d-amino-2,4-dichlorophenol, 3-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, d-amino-2- (2-hydroxyethoxy) -phenol, 2-chloro-d- (2,2,2-trifluoroethylamino) -phenol, d-amino-4-chloro-2-methylphenol, 3-cyclopentylaminophenol, d - [(2-hydroxyethyl) amino] -4-methoxy-2 -methylphenol, d-amino-4-methoxy-2-methylphenol, 3- (dimethylamino) phenol, 3- (diethylamino) phenol, d-amino-4-fluoro-2-methylphenol, d-amino-4-ethoxy-2 methylphenol, 3-amino-2,4-dichlorophenol, 3 - [(2-methoxyethyl) amino] phenol, 3 - [(2-hydroxyethyl) amino] phenol, d-amino-2-ethylphenol, d-amino-2 - methoxyphenol, d - [(3-hydroxypropyl) amino] -2-methylphenol, 3 - [(3-hydroxy-2-methylphenyl) -amino] propane-1,2-diol, 3 - [(2-hydroxyethyl) amino] ] -2-methylphenol; 1-methyl-2-hydroxy-4- (2'-hydroxyethyl) amino-benzene; 1,3-bis- (2,4-diaminophenoxy) propane; 1-hydroxy-2-methyl-5-amino-6-chlorobenzene; and heterocyclic derivatives such as: 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, 6-methoxyquinolin-8 -amine, 4-methylpyridin-2,6-diol, 2,3-dihydro-1,4-benzodioxin-d-ol, 1,3-benzodioxol-d-ol, 2- (1,3-benzodioxol-d-) ilamino) ethanol, 3,4-dimethylpyridine-2,6-diol, 5-chloropyridine-2,3-diol, 2,6-dimethoxypyridine-3,5-diamine, 1,3-benzodioxole-d-amine, 2- . { [3, d-diamino-6- (2-hydroxyethoxy) -pyridin-2-yl] oxy} -ethanol, 1H-indol-4-ol, d-amino-2,6-dimethoxypyridin-3-ol, 1 H -indole-5,6-diol, 1 H -indole-7-ol, 1H-indole-5 -ol, 1H-indol-6-ol, 6-bromo-1,3-benzodioxol-d-ol, 2-aminopyridin-3-ol, pyridine-2,6-diamine, 3 - [(3,5-diaminopyridine -2-yl) oxy] propane-1,2-diol, d - [(3, d-diaminopyridin-2-yl) oxy] pentane-1,3-diol, 1 H-indole-2,3-dione indolin-d, 6-diol, 3, d-dimethoxypyridine-2,6-diamine, 6-methoxypyridine-2,3-diamine; 3,4-dihydro-2H-1,4-benzoxazin-6-amine; 4-hydroxy-N-methylindole, 1 H-d-methylpyrazol-d-one, 1-phenyl-3-methylpyrazol-d-one, 2,6-dimethylpyrazolo [1, d-b] -1, 2,4-triazole, 2,6-dimethyl [3,2-c] -1, 2,4-triazole, 6-methylpyrazolo- [1, da] benzimidazole, 2,6-dihydroxypyridine, 2,6-dihydroxy-3,4-dimethylpyridine , d-methylpyrazolo [d, 1-e] -1, 2,3-triazole, d-methyl-6-chloropyrazolo [d, 1-e] -1, 2,3, -triazole, 5-phenylpyrazolo [5, 1-e] -1, 2,3-triazole and its added salts, tosylate of 1H-2,6-dimethylpyrazolo [1, 5-b] -1, 2,4-triazole, 7,8-dicyano-4-methylimidazole- [3,2-a] imidazole, 2,7-dimethylpyrazolo [1, da] pyrimidin-d -one, 2, d-dimethylpyrazolo [1, da] pyrimidin-7-one, and 2-methyl-d-methoxymethyl- pyrazolo [1, da] pyrimidin-7-one; 6-hydroxybenzomorpholine; and 3-amino-2-methylamino-6-methoxypyridine; 1-Phenyl-3-methyl-5-pyrazolon-2,4-dihydro-5,2-phenyl-3H-pyrazol-3-one. The additional coupling agents are selected from the group comprising? / - (3-furylmethyl) benzene-1,4-diamine; N-thiophen-3-ylmethyl-benzene-1,4-diamine; N- (2-furylmethyl) benzene-1,4-diamine; N-thiophen-2-ylmethyl-benzene-1,4-diamine; 4-hydroxybenzoic acid (2, d-diamino-benzylidene) -hydrazide; 3- (2,5-diamino-phenyl) -N-ethyl-acrylamide; 2- [3- (3-Amino-phenylamino) -propenyl] -benzene-1,4-diamine; 2- [3- (4-amino-phenylamino) -propenyl] -benzene-1,4-diamine; 2- (6-methyl-pyridin-2-yl) -benzene-1,4-diamine; 2-pyridin-2-ylbenzene-1,4-diamine; 2- [3- (4-amino-phenylamino) -propenyl] -benzene-1,4-diamine; 2- [3- (3-Amino-phenylamino) -propenyl] -benzene-1,4-diamine; 3- (2, d-diamino-phenyl) -N-ethyl-acrylamide; 2-thiazol-2-ylbenzene-1,4-diamine; 4-hydroxybenzoic acid (2, d-diamino-benzylidene) -hydrazide; 3'-fluoro-biphenyl-2, d-diamine; 2-propenyl-benzene-1,4-diamine; 2, -chloro-biphenyl-2, d-diamine; N-thiophen-3-ylmethyl-benzene-1,4-diamine; ? / - (3-furylmethyl) benzene-1,4-diamine; 4'-methoxy-biphenyl-2,5-diamine; N- (4-amino-benzyl) -benzene-1,4-diamine; 2-methyl-5 - [(1-H-pyrrol-2-ylmethyl) -aminoj-phenol; d - [(furan-2-ylmethyl) -amino] -2-methylphenol; d-isopropylamino-2-methylphenol; biphenyl-2,4,4'-triamine hydrochloride; d- (4-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; d-phenylaminomethyl-benzene-1,3-diamine hydrochloride; 2- [4-amino-2- (3, d-diamino-benzylamino) -phenoxy-ethanol hydrochloride; d- (3-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; N- (2-amino-benzyl) -benzene-1,3-diamine hydrochloride; N-furan-2-ylmethyl-benzene-1,3-diamine hydrochloride; 2 - [(3-Amino-phenylamino) -methyl] -phenol hydrochloride; 4-amino-2-propylaminomethyl-phenol; hydrochloride; N-benzo [1,3] dioxol-d-ylmethyl-benzene-1,3-diamine hydrochloride; N- [4-amino-2- (2-hydroxyethyl) -2H-pyrazol-3-yl] -3- (d-amino-2-hydroxyphenyl) -acrylamide; hydrochloride; 4-amino-2- (isopropylamino-methyl) -phenol; hydrochloride; 4-thiophen-3-ylbenzene-1,3-diamine; hydrochloride hydrochloride; d-phenylaminomethyl-benzene-1,3-diamine hydrochloride; d- (3-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; 4-thiophen-3-ylbenzene-1,3-diamine; hydrochloride; 2 ', 4'-diamino-biphenyl-4-ol; hydrochloride; d-cyclobutylamino-2-methylphenol; d-cyclobutylamino-2-methylphenol; 4-amino-2- (pyridin-3-ylaminomethyl) -phenol; d- (3-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; d-allylaminomethyl-benzene-1,3-diamine hydrochloride; N- (4-amino-benzyl) -benzene-1,3-diamine hydrochloride; N-benzylbenzene-1,3-diamine hydrochloride; 3 - [(3-amino-phenylamino) -methyl-phenol hydrochloride; N- (4-methoxy-benzyl) -benzene-1,3-diamine hydrochloride; N-thiophen-2-ylmethyl-benzene-1,3-diamine hydrochloride; 4-amino-2 - [(2-hydroxy-d-nitro-phenylamino) -methyl] -phenol; hydrochloride; 2 ', 4'-diamino-biphenyl-4-ol hydrochloride; biphenyl-2,4,4'-triamine; 5- (4-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; 2- [4-amino-2- (3, d-diamino-benzylamino) -phenoxy] -ethanol hydrochloride; d-allylaminomethyl-benzene-1,3-diamine hydrochloride; d- (3-aminophenyl) aminomethyl-benzene-1,3-diamine hydrochloride; N- (4-amino-benzyl) -benzene-1,3-diamine hydrochloride; N-benzylbenzene-1,3-diamine hydrochloride; 3 - [(3-amino-phenylamino) -methyl-phenol hydrochloride; N- (2-amino-benzyl) -benzene-1,3-diamine hydrochloride; N- (4-methoxy-benzyl) -benzene-1,3-diamine hydrochloride; N-furan-2-ylmethyl-benzene-1,3-diamine hydrochloride; 2 - [(3-Amino-phenylamino) -methyl] -phenol hydrochloride; N-thiophen-2-ylmethyl-benzene-1,3-diamine hydrochloride; N-Benzo [1,3] dioxol-5-ylmethyl-benzene-1,3-diamine hydrochloride; N- [4-amino-2- (2-hydroxyethyl) -2H-pyrazol-3-yl] -3- (5-amino-2-hydroxyphenyl) -acrylamide hydrochloride; 4-amino-2-propylaminomethyl-phenol; hydrochloride; 4-amino-2- (isopropylaminomethyl) -phenol hydrochloride; 4-amino-2 - [(2-hydroxy-d-nitro-phenylamino) -methyl] -phenol hydrochloride; 2-methyl-d - [(1-H-pyrrol-2-ylmethyl) -aminoj-phenol; d - [(furan-2-ylmethyl) -amino] -2-methylphenol; d-isopropylamino-2-methylphenol; d-cyclobutylamino-2-methylphenol; 4-amino-2- (pyridin-3-ylaminomethyl) -phenol; and d-cyclobutylamino-2-methylphenol. The coupling agents p referred to include, but are not limited to, phenol, resorcinol, and naphthol derivatives such as: naphthalene-1,7-diol, benzene-1,3-diol, 4-chlorobenzene-1, 3- diol, naphthalene-1-ol, 2-methylnaphthalene-1-ol, naphthalene-1,5-diol, naphthalene-2,7-diol, benzene-1,4-diol, 2-methylbenzene-1,3-diol, and 2-isopropyl-d-methylphenol; 1, 2,4-trihydroxybenzene; 1-acetoxy-2-methylnaphthalene; and mixtures of these; m-phenylenediamine derivatives such as: benzene-1,3-diamine, 2- (2,4-diaminophenoxy) -ethanol, 4-. { 3 - [(2,4-diaminophenyl) oxy] -propoxy} benzene-1, 3-diamine, 2- (3-amino-4-methoxy-phenylamino) -ethanol, 2- [2,4-diamino-d- (2-hydroxyethoxy) -phenoxy] -ethanol, and 3- ( 2,4-diaminophenoxy) -propan-1-ol; 2,4-diamino-5- (2'-hydroxyethyloxy) toluene; N, N-Dimethyl-3-ureidoaniline; 2,4-diamino-5-fluorotoluene hydrate sulfate; 1-methyl-2,6-bis (2-hydroxyethylamino) benzene; and mixtures of these; m-aminophenol derivatives such as: 3-aminophenol, 5-amino-2-methylphenol, d- (2-hydroxyethylamino) -2-methylphenol, and 3-amino-2-methylphenol; 1-methyl-2-hydroxy-4- (2'-hydroxyethyl) aminobenzene; 1-hydroxy-3-amino-2,4-dichlorobenzene; 1,3-bis- (2,4-diaminophenoxy) propane; 1-hydroxy-2-methyl-d-amino-6-chlorobenzene; d-amino-4-chloro-2-methylphenol; and mixtures of these; and heterocyclic derivatives such as: 3,4-dihydro-2H-1,4-benzoxazin-6-ol, 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, 1,3-benzodioxole -d-ol, 1, 3-benzodioxol-d-amine, 1 H-indol-4-ol, 1 H -indole-d, 6-diol, 1 H-indol-7-ol, 1 H -indole-5-ol , 1H-Indole-6-ol, 1 H-indole-2,3-dione-pyridine-2,6-diamine, 2-aminopyridin-3-ol, 4-hydroxy-N-methylindole, 1 H-5-methylpyrazole -d -one, 1-phenyl-3-methylpyrazol-d-one, 2,6-dimethylpyrazolo [1, db] -1, 2,4-triazole, 2,6-dimethyl [3,2-c] -1 , 2,4-triazole, 6-methylpyrazolo- [1, da] benzimidazole; 2,6-dihydroxypyridine; 2,6-dihydroxy-3,4-dimethylpyridine; 6-hydroxybenzomorpholine; 2,6-dihydroxy-3,4-dimethylpyridine; 3, d-diamino-2,6-dimethoxypyridine; 3-amino-2-methylamino-6-methoxypyridine; 1-phenyl-3-methyl-d-pyrazolone-2,4-dihydro-5,2-phenyl-3H-pyrazol-3-one; and mixtures of these. More preferred coupling agents include: benzene-1,3-diol; 4-chlorobenzene-1,3-diol; 2-methylbenzene-1,3-diol; benzene-1,3-diamine; 3-aminophenol; d-amino-2-methylphenol; 1-methyl-2-hydroxy-4- (2'-hydroxyethyl) aminobenzene; 4-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one; 2-aminopyridin-3-ol; 1-phenyl-3-methylpyrazol-d-one; 1-phenyl-3-methyl-d-pyrazolone-2,4-dihydro-d, 2-phenyl-3H-pyrazol-3-one, and mixtures thereof. Additional preferred coupling agents and developers include d-methoxymethyl-2-aminophenol, d-ethyl-2-aminophenol, d-phenyl-2-aminophenol and d-cyanoethyl-2-aminophenol. Other preferred additional coupling agents and developers include: Compounds for the coloring of keratin d-d fused heteroaromatic bicycles having two or three heteroatoms are related to the following compounds: wherein Y and Z are independently selected from the group comprising NA1, S and O; d-d heterocyclic bicycles compounds that have a nitrogen that functions as a link between the rings, in accordance with the following formulas: (VII) (Vlll) (IX) wherein Y is selected from the group comprising S and O; Compounds d-6-d heteroaromatic tricycles for the coloring of keratin having two heteroatoms in accordance with the following formulas: wherein Y and Z are selected from the group comprising NA1, S and O; Compounds d-6 heteroaromatic bicycles for the coloring of keratin having a nitrogen that functions as a link between the rings and one or two additional heteroatoms in accordance with the following formulas: (I) (II) (III) (XVI) (XVII) (XVIII) Compounds 6-6-6 heteroaromatic tricycles fused for the ratin coloration having a heteroatom according to the following formula: where Y is independently selected from the group comprising NA1, S and OR; heteroaromatic aza compounds of d members for keratin staining having an N-hydroxy or N-amino group and derivatives thereof, according to the following formulas: I II wherein B ^ B2, B3 and B4 are selected from the group comprising CH and N; wherein the corresponding R1, R2, R3 and R4 are not present when B is N; Systems 5-6 bicycles of aza heteroaromatic compounds for the coloring of keratin, wherein the 5-membered rings have one to three nitrogen atoms and an N-hydroxy or N-amino group and derivatives thereof, in accordance with the following formulas: wherein B ^ and B2 are independently selected from CH or N; wherein the corresponding R1 and R2 are not present when B is N; Compounds 5-d bicycles aza heteroaromatics fused for the coloring of keratin having an N-hydroxy or N-amino group and derivatives thereof, according to the following formulas: Compounds d-5 aza heteroaromatic bicycles fused for the coloring of keratin having a nitrogen that functions as a link between the rings and a N-hydroxy or N-amino group and derivatives thereof, according to the following formulas: llla, c, e lllb, d, f IVa, c IVb, d IXa, c, e IXb, d, f Xa, c Xb, d XVIa XVIb xvila XVIIb XVIIIa XVIIIb Compounds 5-d bicycles aza heteroaromatics fused for the coloring of keratin having a nitrogen that functions as a link between the rings and a group N-hydroxy or N-amino and derivatives thereof, in accordance with the following formulas: A B where B- ,, B2, B3, B4? and B5 are selected from the group comprising CH and N; wherein the corresponding R1, R2, R3, R4 and R5 are not present when B is N; wherein all the aforementioned R groups are the same or different and are selected from the group comprising: (a) monovalent substituents with C-bonds selected from the group comprising: (i) hetero-olefinic, heteroaliphatic, aiiphatic or heteroalkyl-alkyl, or alkyl systems mono- or polyunsaturated, substituted or unsubstituted, linear or branched, (ii) mono- or polycyclic, aryl, or heterocyclic, substituted or unsubstituted aliphatic systems, and (iii) substituted or unsubstituted mono, poly or perfluoroalkyl systems; wherein said systems of (i), (ii) and (ii) comprise from about 1 to about 10 carbon atoms and from about 0 to about d heteroatoms selected from the group 10 comprises O, S, N, P and Si; wherein the substituents of the substituted systems of monovalent substituents with C-bonds are selected from the group comprising amino, hydroxyl, alkylamino (linear, branched or cyclic of C 1 -C 6), dialkylamino (linear, branched or 15 cyclic of C1-C6), hydroxyalkylamino (linear, branched or cyclic of C1-C6), dihydroxyalkylamino (linear, branched or cyclic of C1-C6), arylamino or substituted arylamino (the substituents are halogen, C1-C6 alkyl, C 1 -C 5 alkoxy, trifluoromethyl, amino, C 1 -C 5 alkylamino), heteroarylamino or heteroarylamino Substituted (the substituents are halogen, alkyl of 01.05, alkoxy of 01-Cd, trifluoromethyl, amino, alkylamino of 01 -05), arylmethylamino or substituted arylmethylamino (the substituents are halogen, alkyl of C1-Cd, alkoxy of C1 -C6, trifluoromethyl, amino, C1-C6 alkylamino), and heteroarylmethylamino or Substituted heteroarylmethylamino (the substituents are halogen, C1-Cd alkyl, C1-C6 alkoxy, trifluoromethyl, amino, C1-C6 alkylamino), (b) novel substituents with links S selected from the group comprising SA1, SO2A1 , S03A1, SSA1, SOA1, SO2NA1A2, SNA1 A2 and S0NA1A2; (c) monovalent substituents with O-bonds selected from the group comprising OA1 and ONA1 A2; (d) monovalent substituents with N-bonds selected from the group comprising NA1A2, (NA1A2A3) +, NA1OA2, NA1SA2, N02, N = NA1, N = NOA1 and NA1CN, NA1NA2A3; (e) monovalent substituents selected from the group comprising COOA1, CONA12, CONA1COA2, C (= NA1) NA1A2, CN and X; (f) monovalent fluoroacyl substituents selected from the group comprising mono, poly and perfluoroalkyl systems comprising from about 1 to about 12 carbon atoms and from about 0 to about 4 heteroatoms; and (g) hydrogen, wherein A1, A2 and A3 are monovalent and are independently selected from the group comprising: H; heteroolefinic, heteroaliphatic, aliphatic or heteroalkyl alkyl, or mono- or polyunsaturated, substituted or unsubstituted, linear or branched alkyl; mono- or polycyclic, aryl or heterocyclic aliphatic systems, substituted or unsubstituted; and substituted or unsubstituted mono, poly or perfluoroalkyl systems; or A1 and A2 together with nitrogen atoms to which they join to form a ring; wherein said systems comprise from about 1 to about 10 carbon atoms and from about 0 to about d heteroatoms selected from the group comprising O, S, N, P and Si; wherein X is a halogen selected from the group comprising F, Cl, Br, and I.

D. Direct dyes The compositions of the invention may also comprise compatible direct dyes, in an amount sufficient to provide additional color, in particular with respect to intensity. Typically, this amount will vary from 0.06% to 4%, by weight, of the composition. Suitable direct dyes include, but are not limited to, Acid Yellow 1, Acid Orange 3, Dispersed Red 17, Basic Coffee 17, Acid Black 62, Acid Black 1, Dispersed Violet 4, 4-Nitro-O-Phenylenediamine, 2- nitro-p-phenylenediamine, picric acid, HC Red No. 13, 1,4-bis- (2'-hydroxyethyl) -amino-2-nitrobenzene, Yellow HC No., Red HC no. 7, Blue HC n um.2, Yellow HC n um.4, Yellow HC n um.2, Orange HC n um1, Red HC num.1, 2-chloro-d-nitro-N-hydroxyethyl-p- phenylenediamine, Red HC no. 3, 4-amino-3-nitrophenol, 2-hydroxyethylamino-d-nitroanisole, 3-nitro-p-hydroxyethylaminophenol, 2-amino-3-nitrophenol, 6-nitro-o-toluidin, 3-methylamino-4-nitrophenoxyethanol, 2-nitro-5-glycerimethylaminine, Yellow HC No. 11, Violet HC No. 1, Orange HC No. 2, Orange HC No. 3, Yellow HC No. 9, 4-Nitrophenyl aminoethylurea, Red HC No. 10. Red HC No. 11, 2-hydroxyethyl picric acid, Blue HC No. 12, Yellow HC No. 6, Hydroxyethyl-2-nitro-p-toluidine, Yellow HC No.12, Blue H C No.10. Yellow HC no.7, Yellow HC no.10. Blue HC # 9, N-ethyl-3-nitro PABA, acid 4-amino-2-nitrophenyl-amine-2'-carboxylic acid, 2-chloro-6-ethylamino-4-nitrophenol, 6-nitro-2,5-pyridinediamine, Violet HC No. 2, 2-amino-6-chloro -4-Nitrophenol, 4-hydroxypropylamino-3-nitrophenol, Yellow HC No. 13, 1,2,3,4-tetrahydro-6-nitroquinoxalin, Red HC No. 14, Yellow HC No. 16, Yellow HC No. 14 , 3-amino-6-methylamino-2-nitropyridine, 2,6-diamino-3 - ((pyridine-3-yl) azo) pyridine, basic red no.118, basic orange no.69, N- (2- nitro-4-aminophenyl) -alylamine, 4 - [(4-amino-3-methylphenyl) (4-imino-3-methyl-2,5-cyclohexadien-1-ylidene) methyl] -2-methyl-benzenamine-hydrochloride, 1 H-imidazolium, 2 - [[4- (dimethylamino) phenyl] azo] -1,3-dimethylchloride, pyridinium, 1-methyl-4 - [(methylphenyl-hydrazono) methyl] -, methyl sulfate, 1H-imidazolium, 2 - [(4-aminophenyl) azo] -1,3-dimethyl, chloride, Basic red 22, Basic red 76, Basic coffee 16, Basic yellow 57, 7- (2 ', 4, -dimethyl- 5, -sulfophenylazo) -d-sulfo-8-hydroxynaphthalene, Orange acid 7, Red acid 33, complex of 1- (3'-nitro-d, -sulfo-6'-oxophenylazo) -oxo-naphthalene chromium, acid yellow 23, Acid blue 9, Basic violet 14, Basic blue 7, Basic blue 26, Sodium salt or the mixture of mono and disulfonic acids (mainly the last one) of quinoftlanone or 2-quinolylindandione, Basic red 2, Basic blue 99, Scattered red 15, Acid Violet 43, Dispersed Violet 1, Acid Blue 62, Blue Screen 1 5, Black acid 1 32, Basic Yellow 29, Dispersed Black 9, 1- (N-methylmorpholinium-propylamino) -4-hydroxy-anthraquinone methyl sulfate , HC Blue No.8, HC Red No.8, HC Green No. 1, HC Red No.9, 2-Hydroxy-1, 4-Naphtho uinone, Acid Blue 1 99, Acid Blue 25, Acid Red 4, Red Henna, Indigo, Cochenille, Blue HC 14, Disperse Blue 23, Disperse Blue 3, Violet 2, Disperse Blue 377, Basic Red 51, Basic Orange 31, Yellow basic 87, and mixtures of these. Preferred direct dyes include, but are not limited to, Dispersed Black 9, Yellow HC 2, Yellow HC 4, Yellow HC 16, 4-nitro-o-phenylenediamine, 2-amino-6-chloro-4-nitrophenol, Red HC 3, Scattered Violet 1, Blue HC 2, Scattered Blue 3, Scattered Blue 377, Basic Red 51, Basic Orange 31, Basic Yellow 87, and mixtures of these.

E. Oxidizing agent The compositions of the invention may comprise an oxidizing agent, present in an amount sufficient to whiten the melanin pigment in the hair or to produce the formation of coloring chromophores from the oxidative dye precursors (including the oxidation agents). coupling or developers, when present). In general, an amount such as this varies from 1% to 20%, preferably from 3% to 15%, more preferably from 6% to 12%, by weight, of the developer composition. Inorganic peroxide compound materials capable of giving hydrogen peroxide in an aqueous medium are preferred and include, but are not limited to, hydrogen peroxide; alkali metal inorganic peroxides (for example sodium periodate and sodium peroxide); organic peroxides (e.g., urea peroxide, melamine peroxide); bleaching compounds of inorganic salt of perhydrate (for example alkali metal salts of perborates, percarbonates, perfosphates, persilicates and persulfates, preferably the sodium salts thereof), which can be incorporated as monohydrates, tetrahydrates, etc .; alkali metal bromates; enzymes, and mixtures of these. Hydrogen peroxide is preferred.

F. Thickeners The compositions of the invention may comprise a thickener in an amount sufficient to provide the composition with a viscosity such that it can be easily applied to the hair without excess draining of the hair and causing a problem. In general, this amount will be at least 0.1%, preferably at least 0. 5%, more preferably, at least 1% by weight, of the composition. Preferred thickeners for use herein are salt tolerant thickeners, and include, among others: xanthan gum, guar gum, guar hydroxypropyl gum, scleroglucan, methylcellulose, ethylcellulose (available as AQUACOTE ™), hydroxyethylcellulose (NATROSOL ™) , carboxymethylcellulose, hydroxypropylmethylcellulose, microcrystalline cellulose, hydroxybutylmethylcellulose, hydroxypropylcellulose (available as KLUCEL ™), hydroxyethylcellulose, hydroxyethylcellulose, (available as NATROSOL ™ Plus 330), N-vinylpyrrolidone (available as POVIDONE ™), Ceteth-20 itaconate copolymer / acrylates (available as STRUCTURE ™ 3001), hydroxypropyl starch phosphate (available as STRUCTURE ™ ZEA), polycarbamyl polyglycolyester or polyethoxylated urethanes (for example SMDI / Decil / PEG-150 copolymer (available as ACULYN ™ 44), SMDI / Stearyl / PEG-copolymer 150 available as ACULYN ™ 46), trihydroxystearin (available as THIXCIN ™), acrylic copolymer latos (for example available as ACULYN ™ 33) or hydrophobically modified acrylate copolymers (for example methacrylate steareth-20 / acrylates copolymer (available as ACULYN ™ 22), nonionic amphiphilic polymers comprising at least one fatty chain and at least one hydrophilic unit selected from polyether urethanes comprising at least one fatty chain, and mixtures of ceteth-10-di-ethyl phosphate and cetearyl alcohol (available as CRODAFOS ™ CES).

G. Chelants The compositions of the invention may comprise chelants in an amount sufficient to reduce the amount of metals available to interact with the components of the formulation, in particular with oxidizing agents, and more particularly, with peroxides. In general, this amount will vary from at least 0.26%, preferably at least O.d%, by weight, of the composition. Chelants suitable for use herein include, but are not limited to, diamine-N, N'-dipoly acid, monoamine-N, N'-dipoly acid, and N, N'-bis (2-hydroxybenzyl) monoamine ethylenediamine-N, N'-diacetic (preferably EDDS (ethylenediamine disuccinic acid)), carboxylic acids (preferably aminocarboxylic acids), phosphonic acids (preferably aminophosonic acids) and polyphosphonic acids (in particular, straight-chain polyphosphoric acids) , its salts and derivatives.

H. Buffering Agents and pH Modifiers The compositions of the invention may further comprise a buffering agent and / or a pH modifier in an amount that is sufficiently effective to adjust the pH of the composition until it is in the range of 3 to 13. , preferably from 8 to 12, more preferably from 9 to 11. Buffered and / or pH modifying agents suitable for use herein include, but are not limited to, ammonia, alkanolamides such as monoethanolamine, diethanolamine, triethanoiamine, monopropanolamine, dipropanolamine, tripropanolamine, tripropanolamine, 2-amino-2-methyl-1-propanol and 2-amino-2-hydroxymethyl-1,3-propanediol and guanidium salts, carbonates and hydroxides of ammonium and alkali metal, preferably sodium hydroxide and ammonium carbonate, and acidulants such as organic and inorganic acids, for example phosphoric acid, acetic acid, ascorbic acid, citric acid or tartaric acid, hydrochloric acid , and mixtures of these.

I. Radical scavenger system and carbonate ion source The compositions of the invention may comprise a system comprising a source of carbonate ions, carbamate ions and / or hydrocarbonate ions, and a radical scavenger, in sufficient quantity to reduce damage to the hair during the dyeing process. In general, such amount will vary from 0.1% to 16%, preferably from 0.1% to 10%, more preferably from 1% to 7%, by weight of the composition, of the carbonate, and from 0.1% to 10% , preferably 1% and 7%, by weight of the composition, of the radical scavenger. Preferably, the radical scavenger is present in an amount such that the ratio of radical scavenger to carbonate ions is from 1: 1 to 1: 4. The radical scavenger is preferably selected so that it is not of a species identical to that of the alkalizing agent.

Suitable sources for the ions include, but are not limited to, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, guanidine carbonate, guanidine hydrogen carbonate, lithium carbonate, calcium carbonate, magnesium carbonate, barium carbonate, ammonium carbonate, ammonium hydrogen carbonate and mixtures thereof. The preferred carbonate ion sources are sodium hydrogen carbonate and potassium hydrogen carbonate. Ammonium carbonate and ammonium hydrogen carbonate are also preferred. The radical scavenger is a species that can react with a carbonate radical to convert it through a series of rapid reactions in a less reactive species. Preferably, when the radical scavenger contains an N atom, it has a pKa > 7 to avoid the protonation of nitrogen. Preferred radical scavengers may be selected from the classes of alkanolamines, amino sugars, amino acids and mixtures thereof, and may include, but are not limited to, monoethanolamine, 3-amino-1-propanol, 4-amino-1-butanol, -amino-1-pentanol, 1-amino-2-propanol, 1-amino-2-butanol, 1-amino-2-pentanol, 1-amino-3-pentanol, 1-amino-4-pentanol, 3-amino -2-methylpropan-1-ol, 1-amino-2-methylpropan-2-ol, 3-aminopropane-1,2-diol, glucosamine, N-acetylglucosamine, glycine, arginine, lysine, proline, glutamine, histidine, serine , tryptophan and ammonium, sodium and potassium salts of the above, and mixtures thereof. Other preferred radical scavenger compounds include benzylamine, glutamic acid, imidazole, di-tert-butylhydroxytoluene, hydroquinone, catechol, and mixtures thereof.

III. Manufacturing Methods The compounds of this invention can be obtained using conventional methods. A general description of the manner of making the compounds was given above and the specific examples appear below. The compositions of this invention can also be obtained using conventional methods. The keratin coloring compositions can be formed as solutions, preferably as aqueous or aqueous solutions of alcohol. The hair coloring product compositions may preferably be formed as thick liquids, creams, gels or emulsions whose composition is a mixture of the coloring compound and other coloring ingredients with conventional cosmetic additive ingredients suitable for the particular preparation.

IV. Methods of use The keratin dyeing compositions of the invention can be used by mixing them with a suitable oxidant, which reacts with the oxidative dye precursors to reveal the hair dye composition. It is usual to provide an aqueous composition, which is normally supplied as a separate component of the finished product system for coloring keratin, and which is in a separate container. When mixing the composition for keratin coloring, the adjuvants are supplied in the hair coloring composition as it is applied to the hair to achieve the desired product attributes, for example pH, viscosity, rheology, etc. As applied to hair, the composition for keratin staining can be slightly acidic, neutral or alkaline, according to its composition, which has, in general, a pH of 6 to 11, preferably 7 to 10. more preferably from 8 to 10. The pH of the developer composition is typically acidic, and in general the pH is from 2.5 to 6.5, preferably from 3 to 5. The pH of the hair compositions can be adjusted using a pH modifier, such as mentioned earlier. In order to use the composition for keratin staining, the compositions described above are mixed immediately before use and a sufficient amount of the mixture is applied to the hair, according to the abundance of hair, usually 60 to 200 grams. Immediately after the preparation, the hair coloring composition is applied to the hair to be dyed and left in contact with it for an effective period of time to achieve coloring. Generally, the hair coloring composition is allowed to act on the hair from 2 to 60, preferably from 15 to 45, more preferably 30 minutes, at a temperature ranging from 15 ° C to 50 ° C. Then, the hair is rinsed with water to remove the hair coloring composition and then dried. If necessary, the hair is shampooed and rinsed, for example with water or a slightly acidic solution, for example a solution of citric acid or tartaric acid and dried. Optionally, a conditioning product can also be supplied separately. The combination of the composition components for the keratin coloration form a system for dyeing the hair. This system can be supplied as a package comprising a single package, in packages that separately contain the components of the composition for the coloring of keratin or another hair treatment product, and the instructions for its use.

Examples The following are non-limiting examples of the compositions of the present invention. The examples are provided solely for the purpose of illustration and will not be considered as restrictions of the present invention since, as will be recognized by a person of ordinary skill in the industry, it is possible to effect many variations without departing from the spirit and scope of the invention. In the examples, all concentrations in percent by weight are listed, unless otherwise specified. As used herein, "minor components" refers to those optional components such as preservatives, viscosity modifiers, pH modifiers, fragrances, foaming agents, and the like. For a person of ordinary skill in the industry it is evident that the selection of these minor components will vary depending on the physical and chemical characteristics of the particular ingredients selected to prepare the present invention as described herein. The following compositions can be used to dye the hair. Mix the coloring composition with an equal amount of a 20 volume hydrogen peroxide solution (6% by weight). Apply the resulting mixture to the hair and let it remain in contact with it for 30 minutes. Apply a shampoo to the dyed hair, rinse with water and dry.

While particular embodiments of the present invention have been illustrated and described, it will be apparent to those skilled in the art that various other changes and modifications may be made without departing from the spirit and scope of the invention. It has been intended, therefore, to cover in the appended claims all changes and modifications that are within the scope of the invention.

All documents cited in the Background, Brief description of the invention, and Detailed description of the invention are incorporated in their relevant part as reference in this document; The citation of any document should not be construed as an admission that it represents a prior industry with respect to the present invention.

Claims (11)

1. A composition for keratin staining; the composition comprises: (A) A suitable medium for coloration; and (B) one or more heteroaromatic compounds of d members for the coloring of keratin with one, two or three heteroatoms related to the following compounds: characterized in that Z is selected from the group comprising S and O; wherein Y is selected from the group comprising NA1, S and O; wherein R1, R2, R3 and R4 are the same or different and are selected from the group comprising: (a) monovalent substituents with C-bonds selected from the group comprising: (i) hetero-olefinic, heteroaliphatic, aliphatic, heteroalkyl, or mono-alkyl systems or polyunsaturated, alkyl, substituted or unsubstituted, linear or branched, (ii) mono- or polycyclic, aryl, or heterocyclic, substituted or unsubstituted aliphatic systems, and (iii) substituted or unsubstituted mono, poly or perfluoroalkyl systems; wherein the systems of (i), (ii) and (iii) comprise from 1 to 10 carbon atoms and from 0 to 5 heteroatoms selected from the group comprising O, S, N, P and Si; (b) monovalent substituents with S-bonds selected from the group comprising SA1, S02A \ S03A1, SSA1, SOA1, S02NA1 A2, SNA1 A2 and SONA1 A2; (c) monovalent substituents with O-bonds selected from the group comprising OA1 and ONA1 A2; (d) monovalent substituents with N-bonds selected from the group comprising NA1A2, (NA1A2A3) +, NA1OA2, NA1SA2, NO2, N = NA \ N = NOA1, NA1CN and NA1NA2A3; (e) monovalent substituents selected from the group comprising COOA1, CONA12, CONA1COA2, C (= NA1) NA1A2, CN and X; (f) fluoroalkyl monovalent substituents selected from the group comprising mono, poly and perfluoroalkyl systems comprising from 1 to 12 carbon atoms and from 0 to 4 heteroatoms; e (g) hydrogen; wherein A1, A2 and A3 are monovalent and are independently selected from the group comprising H; hetero-olefinic, heteroaliphatic, aliphatic, heteroalkyl, mono- or polyunsaturated alkyl, or alkyl, substituted or unsubstituted, linear or branched; aliphatic mono- or polycyclic, aryl, or heterocyclic, substituted or unsubstituted systems, and mono-, poly- or perfluoroalkyl substituted or unsubstituted systems, or A1 and A2 together with nitrogen atoms to which they are attached to form a ring; characterized in that the systems comprise from 1 to 10 carbon atoms and from 0 to d heteroatoms selected from the group comprising O, S, N, P and Si; and wherein X is a halogen selected from the group comprising F, Cl, Br, and I.

2. The composition according to claim 1, further characterized in that R1, R2, R3 and R4 are independently selected from the group comprising a to tome deh idrógeno; u a ao d h aogenous h; a substituent, a hydroxyl substituent; a cyano substituent; a C C alkyl substituent; a trifluoromethyl substituent; an alkylamino substituent; a hydroxyalkylamino substituent; an acetylamido substituent; a carboxyl substituent or its esters; an alkoxy substituent; an alkoxyalkyl substituent; a carbamoyl substituent; an alkylcarbamoyl substituent; a hydroxyalkylcarbamoyl substituent; an amido substituent; an alkylamido substituent; an alkylcarbonyl substituent; an alkoxycarbonyl substituent; an aryloxy substituent; an acyloxy substituent; an alkylthio substituent; an arylthio substituent; a heteroarylthio substituent; a heteroaryloxy substituent; a thiocyano substituent; a 3, 4, 5, 6, or 7-membered heterocycle having at least one nitrogen, oxygen or sulfur atom; an aryl substituent that is optionally substituted; a sulfonyl substituent; a sulfinyl substituent; a phosphonyl substituent; a sulfamoyl substituent; a siloxy substituent; u n c ti ti ti ti nt to c ti ti; a carbamoyloxy agent; a sulfonamide agent; a metric substituent; a ureido substituent; a sulfamoylamino substituent; an alkoxycarbonylamino substituent; an aryloxycarbonylamino substituent; an aryloxycarbonyl substituent; and a benzenesulfonamido substituent.

3. The composition according to claim 1 or 2, further characterized in that the five-membered heteroaromatic compound for the keratin coloration has a heteroatom, preferably the five-membered heteroaromatic compound for the keratin coloration is selected from the group comprising thiophenes, pyrroles , furans, and substitutions of these. The composition according to claim 1 or 2, further characterized in that the five-membered heteroaromatic compound for keratin staining has two heteroatoms, preferably the five-membered heteroaromatic compound for keratin staining is selected from the group comprising thiazoles , oxazoles, isothiazoles, isoxazoles, imidazoles, and substitutions thereof. The composition according to claim 1 or 2, further characterized in that the five-membered heteroaromatic compound for keratin staining has three heteroatoms, preferably the five-membered heteroaromatic compound for keratin staining is selected from the group comprising 4H - [1, 2,4] triazoles; [1, 3,4] thiadiazoles; [1, 3,4] oxadiazoles; [1, 2, d] thiadiazole; and substitutions of these. The composition according to claim 1 or 2, further characterized in that the five-membered heteroaromatic compound for keratin staining is selected from the group comprising thiophen-2, d-diamine, thiophen-2-amine, 2, d -dimethylthiophene, 1-methyl-1 H-pyrrole-2, d-diamine, 1 H-pyrrole-2-amine, 2,5-dimethylpyrrole, thiazol-2-amine, [1, 2, d] thiadiazole-3,4 -diamine, (furan-3-yl) methanol, d-methylfuran-2 (3H) -one, (furan-2-yl) methanol, 2-methoxyfuran, 2-ethylpyrrole, 2-methylpyrrole, 2,4-dimethylpyrrole, 3-aminothiophene, 3,4-diaminothiophene, d-methylthiophen-2-amine, 2,5-dimethylfuran and 2-methylfuran. The composition according to any of the preceding claims, further comprising at least one 5-membered ring developer selected from the group comprising thiophenes, pyrroles, furans, pyrazoles, imidazoles, thiazoles, oxazoles, isothiazoles and isoxazoles, preferably pyrazoles The composition according to any of the preceding claims, further characterized in that the heteroaromatic compound of d members for keratin staining contains a nucleophobic leaving group selected from the group comprising chlorine, cyano, alkoxy, phenoxy, methylsulfonium, pyridine, and pyridazone. The composition according to any of the preceding claims, further comprising at least one additional component selected from the group comprising auxiliary developers, auxiliary coupling agents, direct dyes, oxidizing agents, thickeners, chelating agents, pH modifiers, agents buffer and radical scavenger systems and carbonate ion source. 10. A method to dye the hair; the method comprises the steps of: (a) applying the composition according to any of the preceding claims; and (b) rinse the hair. 11. A kit comprising: (a) The composition according to any of claims 1 to 9; (b) an oxidizing agent; and (c) auxiliary coupling agents or auxiliary developers.